WO2003076541A1 - Feuille adhesive photodurcissable, feuille de transfert photocurcissable, et support d'enregistrement d'informations optiques et son procede de preparation - Google Patents
Feuille adhesive photodurcissable, feuille de transfert photocurcissable, et support d'enregistrement d'informations optiques et son procede de preparation Download PDFInfo
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- WO2003076541A1 WO2003076541A1 PCT/JP2003/002786 JP0302786W WO03076541A1 WO 2003076541 A1 WO2003076541 A1 WO 2003076541A1 JP 0302786 W JP0302786 W JP 0302786W WO 03076541 A1 WO03076541 A1 WO 03076541A1
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- WIPO (PCT)
- Prior art keywords
- photocurable
- transfer sheet
- optical information
- information recording
- photo
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- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 description 1
- KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- BRTHMFXKGHIZAM-UHFFFAOYSA-N 2-hydroxy-1-phenylheptan-1-one Chemical compound CCCCCC(O)C(=O)C1=CC=CC=C1 BRTHMFXKGHIZAM-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 240000000972 Agathis dammara Species 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000004859 Copal Substances 0.000 description 1
- 229920002871 Dammar gum Polymers 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 241000782205 Guibourtia conjugata Species 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
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- NQSMEZJWJJVYOI-UHFFFAOYSA-N Methyl 2-benzoylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 NQSMEZJWJJVYOI-UHFFFAOYSA-N 0.000 description 1
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- 235000000126 Styrax benzoin Nutrition 0.000 description 1
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- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
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- 239000002253 acid Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- XTKDAFGWCDAMPY-UHFFFAOYSA-N azaperone Chemical compound C1=CC(F)=CC=C1C(=O)CCCN1CCN(C=2N=CC=CC=2)CC1 XTKDAFGWCDAMPY-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- KBWLNCUTNDKMPN-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) hexanedioate Chemical compound C1OC1COC(=O)CCCCC(=O)OCC1CO1 KBWLNCUTNDKMPN-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 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
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 238000002788 crimping Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- VLNBQUAHERCLKT-UHFFFAOYSA-N dimethylamino benzoate Chemical compound CN(C)OC(=O)C1=CC=CC=C1 VLNBQUAHERCLKT-UHFFFAOYSA-N 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- ORBFAMHUKZLWSD-UHFFFAOYSA-N ethyl 2-(dimethylamino)benzoate Chemical compound CCOC(=O)C1=CC=CC=C1N(C)C ORBFAMHUKZLWSD-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 229920001519 homopolymer Polymers 0.000 description 1
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- 238000007733 ion plating Methods 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 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
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- FVXBCDWMKCEPCL-UHFFFAOYSA-N nonane-1,1-diol Chemical compound CCCCCCCCC(O)O FVXBCDWMKCEPCL-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
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- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
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- 238000009938 salting Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
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- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
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- 238000007740 vapor deposition Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
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Classifications
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/2403—Layers; Shape, structure or physical properties thereof
- G11B7/24035—Recording layers
- G11B7/24038—Multiple laminated recording layers
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/256—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of layers improving adhesion between layers
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/26—Apparatus or processes specially adapted for the manufacture of record carriers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/14—Layer or component removable to expose adhesive
Definitions
- Photocurable adhesive sheet photocurable transfer sheet, optical information recording medium, and method for manufacturing optical information recording medium [Background of the Invention]
- the present invention relates to an optical disk in which information such as large-capacity characters such as a DVD (Digital Versatile Disc), a CD (Compact Disc), a magneto-optical disk, and a hard disk is recorded and / or recordable as a digital signal.
- the present invention relates to an information recording medium, a method for producing an optical information recording medium, a photocurable adhesive sheet and a photocurable transfer sheet useful for producing the medium.
- CD-ROMs are widely used as recorded optical information recording media with pits formed on the surface as digital signals. Recently, DVDs with pits recorded on both sides, which can record moving images, have been replaced by CDs. It is attracting attention as a next-generation recording medium, and is gradually being used. In addition, CD-R, DVD-R, DVD-RW, etc., which can be recorded by a user in which pits and groups are formed, are attracting attention. Magneto-optical disks, hard disks, and the like are also known as user-recordable media.
- two transparent resin substrates 1 and 2 having signal bits formed on one side, respectively have reflection layers la and 2 respectively on the signal bit formation surfaces thereof. a, and the substrates 1 and 2 are bonded together via the adhesive layer 3 with the reflection layers 1 a and 2 a facing each other, and are joined together, as shown in FIG. 13 and FIG.
- the translucent layer 1 b is formed on the signal bit side of one substrate 1 and the reflective layer 2 a is formed on the signal bit side of the other substrate 2.
- the substrates 1 and 2 are bonded together via an adhesive layer 3, and a single-side readout type is known.
- a single-side readout type is known.
- the production of the above-mentioned double-sided read DVD is generally performed by melting a polycarbonate resin using a stamper having irregularities of the signal pits opposite to that of male and female, and injecting and molding the transparent resin substrate having irregularities on the surface.
- a reflective layer is formed by depositing a metal such as an aluminum film on the uneven surface by sputtering or the like, and the two transparent resin substrates on which the reflective layer is formed are opposed to the reflective layer with an adhesive. It was done by bonding.
- a liquid ultraviolet curable resin is used for such an adhesive.
- an adhesion step such as adhesion of a substrate is usually required as described above. Since an optical information recording medium records and reads information by light, it is required that the obtained substrate has a uniform thickness, has no deformation such as warpage, and is transparent.
- the liquid UV-curable resin is used as an adhesive, the resulting adhesive layer has good transparency, but has a large curing shrinkage, and is liable to be warped. May be problematic.
- Japanese Patent Application Laid-Open No. H11-12773147 discloses a pressure-sensitive adhesive sheet, in addition to a liquid ultraviolet curable resin, for bonding an injection-molded substrate having an uneven surface to a transparent film. Uses dry photopolymer. However, it is described that the dry photopolymer has low transparency and is not preferred.
- the main specifications are: recording capacity: 23.3 / 25/27 GB, laser wavelength: 405 nm (blue-violet laser), lens numerical aperture (N / A): 0.85, disk diameter: 12 O mm, disc thickness: 1.2 mm, track pitch: 0.32 ⁇ ⁇ , etc.
- the width of the groove is narrow and one pit is also small 2786
- a UV-curable resin 5A is provided on the reflective layer by coating, and a UV-curable resin is applied on a polycarbonate stamper 4b having a reflective layer (or recording layer) on the uneven surface.
- the substrate is turned upside down, the substrate and the stamper are attached, and ultraviolet rays are irradiated from the stamper side to harden the ultraviolet curable resin resins 5A and 5B.
- the stamper 4b is removed from the layer of the UV-cured resin 5B, and a reflective layer (or recording layer) 6b is formed on the uneven surface thereof, and a cover layer (about 0.1 mm thick) is formed thereon.
- the first invention of the present invention which has been made in view of the drawbacks of the adhesive (adhesive) layer, has been described. It is an object of the present invention to provide a photocurable adhesive sheet that can be advantageously used for the following.
- an ultraviolet curable resin is provided on the surfaces of the disk substrate and the stamper by application, and then the substrate is turned upside down and attached to the stamper. As described above, it is necessary to perform a complicated process of coating and reversing. 2786
- the second invention of the present invention is an extremely simple and highly productive optical information method for forming a layer having another uneven surface on a disk substrate having an uneven surface. It is an object of the present invention to provide a method for manufacturing a recording medium. It is another object of the second invention to provide a method for manufacturing an optical information recording medium capable of easily and accurately transferring an uneven surface of a disk substrate having an uneven surface.
- the second invention provides a method for manufacturing an optical information recording medium capable of continuously, easily, and accurately transferring an uneven surface of a disk substrate having an uneven surface and an uneven surface of a stamper. For that purpose. '
- Still another object of the second invention is to provide an optical information recording medium which is excellent in dimensional stability with little deformation such as warpage obtained by the above method.
- Another object of the second invention is to provide an optical information recording medium having an accurately transferred uneven surface and excellent surface smoothness, particularly an optical information recording medium having a thin substrate.
- the transparent resin substrate (optical information recording substrate) of a DVD can be obtained by injection molding of polycarbonate using the following method.
- a thin substrate having a thickness of ⁇ or less there is a problem that the accuracy of transfer of the pit shape from the stamper to the polycarbonate resin is reduced (see Japanese Patent Application Laid-Open No. 11-273147).
- the present inventors have further found out that the pits and the land portions of the group have a rough surface.
- the third invention of the present invention which has been made in view of the power, can transfer easily and accurately to the uneven surface of the stamper for forming a substrate of an optical information recording medium by pressing, and particularly, it is possible to transfer the light at a pressure of 300 Atm or less. It is an object of the present invention to provide a photocurable transfer sheet that can advantageously obtain a thin substrate and has good surface smoothness.
- the third invention provides a photo-curable transfer sheet suitable for producing an optical information recording medium having a smooth surface on the opposite side (laser-irradiated side) on which the uneven surface of the stamper is accurately transferred. Its purpose is to provide.
- a photocurable transfer sheet suitable for producing an optical information recording medium in which a precise pit signal and / or group is formed and the opposite surface (laser irradiation side) is excellent in smoothness is provided. Its purpose is to provide.
- the present invention enables the realization of a new optical information recording medium having a larger storage capacity than a DVD, and in particular, uses a specific photocurable composition containing a reactive polymer having a photopolymerizable functional group. They are common.
- An object of the first invention is to provide a photocurable composition containing a reactive polymer having a photopolymerizable functional group having a weight average molecular weight of 500 or more and a glass transition temperature of 20 ° C or less. That is, it can be achieved by a photocurable adhesive sheet characterized in that the light transmittance in the wavelength region of 380 to 420 nm is 70% or more.
- the reactive polymer preferably has a glass transition temperature of 20 ° C or lower. This facilitates the formation of irregularities by pressing at room temperature.
- the photocurable adhesive sheet preferably has a light transmittance in the wavelength range of 380 to 420 nm of generally 70% or more, particularly preferably 80% or more. Further, it is preferable that the light transmittance in a wavelength region of 380 to 600 nm, particularly 380 to 800 nm, is 70% or more. The medium obtained by this is used to read the signal with a laser. Error-free operation is guaranteed.
- the curing shrinkage of the photocurable adhesive layer is preferably 8% or less.
- the reactive polymer is preferably an acrylic resin.
- the reactive polymer preferably contains 1 to 50 mol% of a photopolymerizable functional group.
- the photopolymerizable functional group is preferably a (meth) atalyloyl group.
- a particularly preferred reactive polymer is an acrylic resin having a photopolymerizable group via a urethane bond.
- the photocurable composition generally contains a photopolymerization initiator in an amount of 0.1 to 10% by mass.
- the thickness of the photocurable adhesive layer is preferably 5 to 300 ⁇ . It is preferable that a release sheet is attached to at least one surface (particularly, both surfaces) of the photocurable adhesive sheet.
- the first invention is that two optical information recording substrates having irregularities on the surface as recording pits and / or groups are pressed with the irregularities facing each other via the photocurable adhesive sheet, There is also a method for manufacturing an optical information recording medium characterized by being cured. '
- a second invention of the present invention provides a reactive polymer having a photopolymerizable functional group having a weight average molecular weight of 500 or more on the surface of a substrate having recording pits and / or unevenness as a group on the surface.
- a photocurable transfer sheet comprising a photocurable composition that can be deformed by pressure is placed so that one surface thereof is in contact with the uneven surface.
- a method for producing an optical information recording medium comprising: forming a laminate in which the surface of a transfer sheet is closely adhered along the uneven surface; and curing the photocurable transfer sheet of the laminate by irradiation with ultraviolet light. It is in.
- a reflective layer is formed on the uneven surface of the substrate.
- a recording layer may be provided instead of the reflective layer (in this case, a group is usually formed instead of the pit).
- the second invention provides a substrate having a recording pit and / or irregularities as a group on the surface, wherein the irregular surface of the substrate has a photopolymerizable functional group having a weight average molecular weight of 500 or more.
- a photocurable transfer sheet comprising a photocurable composition containing a reactive polymer and being deformable by pressure is placed so that one surface thereof is in contact with the uneven surface, and these are pressed. And bringing the surface of the photocurable transfer sheet into close contact with the uneven surface,
- the irregular surface of a stamper having recording pits and z or irregularities as groups or groups is placed on the surface, and these are pressed and pressed. Forming a laminate in which the surface of the photocurable transfer sheet adheres along the uneven surface;
- an organic polymer film is further attached to the surface of the cured sheet having irregularities via an adhesive layer.
- a photocurable transfer sheet may be further pressed onto the surface of the cured sheet having irregularities and cured by irradiation with ultraviolet light.
- a reflective layer is formed on the uneven surface of the substrate, and a semi-transparent reflective layer is further formed on the surface of the cured sheet having recording pits. It is preferable to carry out while reducing the pressing pressure.
- the glass transition temperature of the photocurable composition of the photocurable transfer sheet is preferably 20 ° C. or lower. This facilitates the formation of Hfl protrusions by pressing at room temperature.
- the photocurable transfer sheet has a light transmittance of 70 to 400 nm in the wavelength region of 380 to 420 nm (preferably, in the wavelength region of 380 to 600 nm, particularly 380 to 800 nm). % Is preferable. Error-free operation is assured when laser reading of signals is performed on the resulting medium.
- the photocurable transfer sheet preferably has a cure shrinkage of 8% or less.
- the reactive polymer preferably has a glass transition temperature of 20 ° C. or lower. It is preferable that the reactive polymer contains 1 to 50 mol% of a photopolymerizable functional group from the viewpoint of obtaining appropriate curability and cured film strength.
- a particularly preferred reactive polymer is an acrylic resin having a photopolymerizable group via a urethane bond.
- the photopolymerizable functional group is preferably a (meth) acryloyl group from the viewpoint of curability.
- the photocurable composition is It is preferable to contain 0.1 to 10% by mass of the initiator in order to obtain appropriate curability.
- the thickness of the photocurable transfer sheet is from 1 to 1200 ⁇ (particularly from 5 to 300 ⁇ m).
- the surface roughness Ra of at least one surface of the photocurable transfer sheet is preferably 30 nm or less (preferably 10 nm or less).
- a third invention of the present invention comprises a photocurable composition comprising a reactive polymer having a photopolymerizable functional group having a weight average molecular weight of 500 or more and being deformable by pressure,
- the photocurable transfer sheet has a surface roughness Ra of at least one surface of 30 nm or less (preferably 10 nm or less).
- the glass transition temperature of the photocurable composition is preferably 20 ° C. or lower. This facilitates the formation of irregularities by pressing at room temperature.
- the light-curable transfer sheet has a light transmittance of ⁇ 0% in a wavelength range of 380 to 420 nm (preferably a wavelength range of 380 to 600 nm, particularly 380 to 800 nm). It is preferable that it is above. Error-free operation is assured when a signal is read by a laser on the resulting medium.
- the curing shrinkage of the photocurable transfer layer is preferably 8% or less.
- the reactive polymer preferably contains 1 to 50 mol% of a photopolymerizable functional group in order to obtain appropriate curability and cured film strength.
- a particularly preferred reactive polymer is an acrylic resin having a photopolymerizable group via a urethane bond.
- the photopolymerizable functional group is preferably a (meth) acryloyl group from the viewpoint of curability. It is preferable that the photocurable composition contains 0.1 to 10% by mass of a photopolymerization initiator in order to obtain appropriate curability.
- the thickness of the photocurable transfer layer is preferably 5 to 300 ⁇ from the viewpoint of transferability and workability.
- the photocurable transfer sheet contains a photocurable composition having a photopolymerizable functional group having a weight average molecular weight of 500 or more and having a weight and a molecular weight of at least 500.
- a photocurable composition having a photopolymerizable functional group having a weight average molecular weight of 500 or more and having a weight and a molecular weight of at least 500 By casting on the surface of a support having a roughness Ra of 30 nm or less; or containing a reactive polymer having a photopolymerizable functional group having a weight average molecular weight of 500 or more.
- Light curable, deformable under pressure and coating containing composition The solution can be advantageously obtained by applying and drying the solution on the surface of a support having a surface roughness Ra of 30 nm or less.
- the third invention it is also possible to advantageously obtain a laminate in which the photocurable transfer sheet is adhered to the irregular surface of the stamper having irregularities on the surface as recording pits and / or groups along the irregular surface. it can. .
- an optical information recording substrate comprising a cured film of the photocurable transfer sheet, wherein recording pits and / or irregularities as a group are formed on one surface of the cured film, wherein the irregular surface of the cured film is formed.
- An optical information recording substrate characterized in that the surface on the opposite side has a surface roughness Ra of 30 nm or less;
- An optical information recording substrate having a recording pit and / or a concave / convex as a group on the surface, and a reflective layer formed on the concave / convex surface; and a recording pit and / or a concave / convex as a groove on the surface
- An optical information recording medium comprising: an optical information recording substrate having a translucent reflective layer formed on the uneven surface; and a reflective layer facing each other and an adhesive layer interposed therebetween.
- At least one substrate is made of a cured film of the photocurable transfer sheet, and the surface of the cured film opposite to the uneven surface has a surface roughness Ra of 30 nm or less.
- Information recording medium
- An optical information recording substrate having recording pits and irregularities as Z or groups on the surface and having a reflective layer formed on the irregular surface, and having irregularities as recording pits and / or grooves on the surface
- An optical information recording medium comprising an optical information recording substrate having a translucent reflective layer formed on an uneven surface, and the latter translucent reflective layer bonded to the surface without the reflective layer via an adhesive layer.
- At least one of the substrates is made of the cured film of the photocurable transfer sheet.
- the surface of the cured film opposite to the uneven surface has a surface roughness Ra of 30 nm or less.
- An optical information recording medium can also be advantageously obtained.
- a cured film of a photocurable transfer sheet containing a photopolymerizable functional group-containing reactive polymer and being deformable by pressurization is formed.
- An optical information recording substrate in which recording pits and irregularities as a Z or a group are formed on one surface of the optical information recording substrate.
- An optical information recording substrate wherein a surface smoothing layer, which is a cured film of the coating layer, is formed and the surface roughness Ra of the layer is 30 nm or less;
- An optical information recording substrate having recording pits and irregularities as Z or groups on the surface and having a reflective layer formed on the irregular surface, and having recording pits and irregularities as Z or groups on the surface.
- An optical information recording medium comprising: an optical information recording substrate having a translucent reflective layer formed on the uneven surface; and a reflective layer facing each other and an adhesive layer interposed therebetween.
- Curing of a photocurable transfer sheet comprising a photocurable composition, wherein at least one substrate contains a reactive polymer having a photopolymerizable functional group having a weight average molecular weight of 500 or more and is deformable by pressure
- a surface smoothing layer which is a cured film of a coating layer of an ultraviolet curable resin, is provided on the surface opposite to the uneven surface of the cured film, and the surface roughness Ra of the layer is 30 nm or less.
- At least one of the substrates, at least the layer including the uneven surface, has a weight average molecular weight
- a cured film of a photocurable transfer sheet comprising a photocurable composition containing a reactive polymer having a photopolymerizable functional group of at least 500 and being deformable by pressure;
- Optical information characterized in that a surface smoothing layer, which is a cured film of a coating layer of an ultraviolet curable resin, is provided on the surface opposite to the uneven surface, and the surface roughness Ra of the layer is 30 nm or less.
- the surface roughness Ra is preferably 10 nm or less.
- the glass transition temperature of the photocurable composition is preferably 20 ° C or lower.
- the light transmittance of the cured film of the light-curable transfer sheet in the wavelength region of 380 to 420 nm is preferably 70% or more, and the light transmittance of the wavelength region of 380 to 800 nm is preferred. Is preferably 70% or more.
- the reactive polymer adds 1 to 50 photopolymerizable functional groups. It is preferable to contain mol%.
- a particularly preferred reactive polymer is an acrylic resin having a photopolymerizable group via a urethane bond.
- the photopolymerizable functional group is a (meth) acryloyl group
- the photocurable composition contains 0.1 to 10% by mass of a photopolymerization initiator
- the thickness of the photocurable transfer sheet is It is preferably 5 to 300 ⁇ .
- FIG. 1 is a cross-sectional view showing an example of an embodiment of the photocurable adhesive sheet of the first invention of the present invention.
- FIG. 2 is a sectional view showing an example of the method for manufacturing an optical information recording medium of the first invention.
- FIG. 3 is a sectional view showing another example of the method for manufacturing an optical information recording medium of the first invention.
- FIG. 4 is a schematic view for explaining a pressing method using a device of a double vacuum chamber system.
- FIG. 5 is a cross-sectional view showing an example of an embodiment of the photocurable transfer sheet used in the second invention of the present invention.
- FIG. 6 is a sectional view showing an example of the method for manufacturing an optical information recording medium of the second invention.
- FIG. 7 is a sectional view showing an example of the optical information recording medium of the second invention.
- FIG. 8 is a sectional view showing an example of an embodiment of the photocurable transfer sheet of the third invention of the present invention.
- FIG. 9 is a sectional view showing an example of a method for producing an optical information recording substrate and a laminate using the photocurable transfer sheet of the third invention.
- FIG. 10 is a sectional view showing an example of a method for producing an information recording medium using the photocurable transfer sheet of the third invention.
- FIG. 11 is a sectional view showing another example of the optical information recording medium obtained by the third invention.
- FIG. 12 is a sectional view showing a conventional optical information recording medium.
- FIG. 13 is a cross-sectional view showing another conventional optical information recording medium.
- FIG. 14 is a cross-sectional view showing a procedure of a method of manufacturing an optical information recording medium described in Nikkei Electronics. [Detailed description of the invention]
- FIG. 1 is a sectional view showing an example of an embodiment of the photocurable adhesive sheet of the first invention of the present invention.
- FIG. 1 is a sectional view showing an example of an embodiment of a photocurable adhesive sheet 11 used in the present invention.
- the photocurable adhesive sheet 11 has release sheets 12a and 12b on both sides.
- the release sheet may be only one or not. It is set appropriately depending on the usage. Providing release sheets on both sides is advantageous because handling becomes easier.
- the photocurable adhesive sheet 11 is a layer that can be deformed precisely along the uneven surface by, for example, pressing the convex surface of the optical information recording substrate, and has a weight average It mainly comprises a photocurable composition containing a reactive polymer having a photopolymerizable functional group having a molecular weight of 500 or more and a glass transition temperature of 20 ° C or less.
- the layer has a light transmittance of 70% or more in a wavelength region of 380 to 420 nm so that reading by a reproduction laser is easy.
- the light transmittance in the wavelength range of 380 to 420 nm is preferably 80% or more. Therefore, the optical information recording medium manufactured using this adhesive sheet can be advantageously used in a method of reproducing a pit signal using a laser having a wavelength of 380 to 420 nm.
- the photocurable adhesive sheet of the present invention is flexible so that it can be pressed at room temperature as described above, it is extremely easy to use, so it can be used for CD, DVD, CD-R, DVD-R, DVD.
- It can be widely used not only for information recording media such as RW, magneto-optical disk, and hard disk, but also for various purposes. It is particularly suitable for fields that require precise bonding, and can be used, for example, in the manufacture of electrical appliances, furniture, cars, musical instruments, sporting goods, packaging materials, and the like.
- an optical information recording medium can be manufactured, for example, as shown in FIG. 2 below.
- a photocurable adhesive sheet 11 from which the release sheet 12a has been removed is prepared.
- the reflective layer 23 generally a reflective layer of high reflectivity such as Al, Ag, etc.
- the photocurable adhesive sheet 11 is pressed.
- the surface of the photocurable adhesive sheet is Form a laminated body (consisting of 1 2b, 1 1, 2 3, 2 1) adhered along the uneven surface.
- the release sheet 12b is removed from the laminate.
- the reflection layer (or translucent reflection layer) 25 on the irregular surface of another optical information recording substrate 24 having irregularities as recording pits on the surface is cured by uncured light from which the release sheet 12 b has been removed.
- the adhesive sheet 11 the surface not in contact with the substrate.
- the photocurable transfer sheet of the laminate was cured by irradiation with ultraviolet light.
- an optical information recording medium is obtained.
- an optical information recording substrate 21 having unevenness as recording pits on the surface thereof is disposed on the reflective layer 23 on the uneven surface by opposing the side without the release sheet to the photocurable adhesive.
- a laminate in which the surface of the adhesive sheet 11 is closely adhered along the two uneven surfaces of the two optical information recording substrates 24, and the photocurable transfer sheet of the laminate is cured by irradiation with ultraviolet light You may let it.
- a protective polymer sheet may be attached instead of another optical information recording substrate.
- a transfer sheet photo-curable or adhesive
- a stamper is pressed thereon to form the unevenness.
- a substrate having two layers of irregularities may be prepared, and a protective polymer sheet may be attached to the exposed irregularities via a photocurable adhesive sheet.
- an optical information recording medium can be manufactured in the same manner as described above.
- the optical information recording substrate may be manufactured by a conventional injection molding method, It may be manufactured by pressing a stamper on an adhesive sheet, an adhesive sheet, or the like. Thereby, a thin substrate of 300 or less can be obtained.
- the pressure is reduced. It is preferable to perform downward pressing or overlapping. Thereby, the removal of air bubbles and the like are performed smoothly.
- the above-mentioned pressing under reduced pressure is performed, for example, by passing a substrate and a photocurable adhesive sheet or a substrate / adhesive sheet Z between two rolls under reduced pressure; or by using a vacuum forming machine to mold the substrate. Or a method in which the photocurable adhesive sheet is pressed against the substrate while reducing the pressure, or a method in which the substrate is disposed in a mold and the light curable adhesive sheet and the substrate are pressed against the substrate while reducing the pressure. be able to.
- FIG. Fig. 4 shows an example of a double vacuum chamber type laminator.
- the laminator has a lower chamber 41, an upper chamber 42, a silicone rubber sheet 43, and a heater 45.
- a laminate (or a laminate of a substrate and an adhesive sheet Z-substrate) 49 made of a substrate having irregularities and a photocurable adhesive sheet placed thereon is placed.
- the stacked body 49 is heated by the heater 45, and then the upper chamber 42 is returned to the atmospheric pressure while the lower chamber 41 is evacuated, and the stacked body is pressed. After cooling, take out the laminate and move to the next step.
- defoaming is sufficiently performed at the time of evacuation, and the substrate and the photocurable adhesive sheet can be pressure-bonded in a state without bubbles.
- the photocurable adhesive layer of the photocurable adhesive sheet of the first invention contains a reactive polymer having a photopolymerizable functional group having a weight average molecular weight of 500 or more and a glass transition temperature of 20 ° C or less. It consists of a certain photocurable composition.
- the photocurable composition generally comprises a reactive polymer having a photopolymerizable functional group, a compound (monomer and oligomer) having a photopolymerizable functional group (preferably (meth) atalyloyl group), a photopolymerizable initiator, And, if desired, other additives. These will be described later.
- FIG. 5 is a sectional view showing an example of an embodiment of the photocurable transfer sheet 51 used in the present invention.
- the photocurable transfer sheet 51 has release sheets 52a and 52b on both sides.
- the release sheet may be only one or not. It is set appropriately depending on the usage. In particular, when manufacturing continuously, it is preferable that there is no release sheet.
- This photocurable transfer sheet has the same basic configuration as the photocurable adhesive sheet of the first invention.
- the photocurable transfer sheet 51 is a layer that is easily deformed by pressure so that the transfer can be accurately performed by pressing the uneven surface of the stamper.
- the layer has a light transmittance of 70% or more in a wavelength region of 380 to 420 nm so that reading with a reproducing laser is easy. In particular, a layer having a light transmittance of 80% or more in a wavelength region of 380 to 420 nm is preferable.
- the optical information recording medium of the present invention produced using this transfer sheet can be advantageously used for a method of reproducing a pit signal using a laser having a wavelength of 380 to 420 nm.
- the optical information recording medium of the present invention can be manufactured, for example, as shown in FIG. 6 below.
- a photocurable transfer sheet 51 from which the release sheet 52a has been removed is prepared (1).
- the surface of the substrate 61 having irregularities as recording pits on the surface thereof is reflected on the reflective layer 63 3 (generally a reflective layer of high reflectivity such as Al, Ag, etc.) on the irregular surface, with the side without the release sheet facing the light.
- the curable transfer sheet 51 is pressed (2).
- a laminate consisting of 51, 63, and 61 forces in which the surface of the photocurable transfer sheet is closely adhered along the uneven surface is formed.
- the photocurable transfer sheet 51 is cured by ultraviolet irradiation, and the release sheet 52b is removed.
- a stamper 64 having irregularities as recording pits on its surface is removed from the laminate by removing the release sheet 52 b from the surface of the photocurable transfer sheet 51 in an uncured state (the side not contacting the substrate). (3). A laminate in which the surface of the photocurable transfer sheet 51 is closely adhered along the uneven surface of the stamper 64 (61, 63, 51, 64 force, (4), and the photocurable transfer sheet of the laminate is cured by irradiation with ultraviolet light. (4) After that, the stamper 64 is removed, thereby forming irregularities such as recording pits on the surface of the cured sheet.
- a laminate (optical information recording medium) comprising the substrate 61, the reflective layer 63, and the cured photocurable transfer sheet 51 is obtained.
- An alloy reflective layer (semi-transparent reflective layer) 65 is provided, and an organic polymer film (cover layer) 66 is further adhered thereon via an adhesive layer (5)
- the photocurable transfer sheet may be pressed and cured by ultraviolet irradiation, or an ultraviolet curable resin may be applied to the surface of the cured sheet and cured.
- a read-only optical information recording medium has been described, but the same can be applied to a recordable optical information recording medium.
- the recording medium has groups or groups and pits.
- a metal recording layer (a recording layer and a reflection layer in the case of a dye recording layer) is provided instead of the reflection layer and the translucent reflection layer.
- an optical information recording medium can be manufactured in the same manner as described above.
- the recording pits and the uneven shape which is a group or a group are pressed between the photocurable transfer sheet 51 and the substrate 61 at a low temperature of 100 ° C. or lower (preferably room temperature).
- the photocurable transfer sheet is designed to be transferred accurately.
- the superposition of the substrate 61 and the photocurable transfer sheet 51 is generally performed by a pressure roll or a simple press (preferably under reduced pressure).
- the cured layer of the photocurable transfer sheet 51 has good adhesion to the metal used for the reflective layer on the surface of the substrate 61 and does not peel off. If necessary, an adhesion promoting layer may be provided on the reflection layer.
- the recording pits and / or the concavo-convex shape as a group are pressed against the photocurable transfer sheet 51 and the stamper 64 at a low temperature (preferably room temperature) of 100 ° C. or less (preferably).
- the photo-curable transfer sheet is designed so that the transfer is performed accurately under reduced pressure.
- the superposition of the stamper 64 and the photocurable transfer sheet 51 is generally performed by a pressure roll or a simple press (preferably under reduced pressure).
- the cured layer of the photocurable transfer sheet 51 has extremely weak adhesion to a metal such as nickel used for the stamper, and the photocurable transfer sheet can be easily peeled off from the stamper. Can be.
- the substrate 61 is generally a thick plate (usually 0.3 to 1.5 mm, especially about 1.1 mm), it is generally manufactured by a conventional injection molding method. However, it may be manufactured using a photocurable transfer sheet and a stamper. Since the photocurable transfer sheet of the present invention can be thinned to 300 ⁇ or less (preferably 150 ⁇ or less), the other substrate is manufactured by a conventional method, and the thickness of the substrate is reduced. Since the size can be increased, the transfer accuracy of the pit shape can be improved.
- the pressing or the pressing be performed under reduced pressure when the photocurable transfer sheet is pressed against the substrate or when the stamper is pressed against the photocurable transfer sheet. Thereby, the removal of air bubbles and the like are performed smoothly.
- the above-mentioned pressing under reduced pressure is performed, for example, by passing the photocurable transfer sheet and the stamper between two rolls under reduced pressure, or by using a vacuum forming machine, placing the stamper in a mold, and reducing the pressure.
- a method of pressing the photocurable transfer sheet to the stamper while pressing can be used.
- Pressing under reduced pressure can be performed using the double vacuum chamber type apparatus shown in FIG. 4 used in the first invention.
- a laminate of a substrate having four protrusions and a photocurable transfer sheet or a laminate of a substrate, a photocurable transfer sheet and a stamper is placed in the lower chamber in the laminator.
- the photocurable transfer sheet used in the second invention is generally preferably composed of a photocurable composition containing a reactive polymer having a photopolymerizable functional group having a glass transition temperature of 20 ° C. or lower.
- the photocurable composition generally comprises a reactive polymer having the photopolymerizable functional group, a compound (monomer and oligomer) having a photopolymerizable functional group (preferably (meth) acryloyl group), a photopolymerizable initiator,
- the photocurable adhesive sheet of the first invention has basically the same basic constitution as the photocurable composition of the first invention, if necessary, and other additives.
- FIGS. 8 (a) and (b.) Show examples of an embodiment of the photocurable transfer sheet 81 of the present invention.
- FIG. The photocurable transfer sheet 11 of FIG. 8 (a) has release sheets 82a and 82b on both sides. The release sheet may be only one or not. These are set appropriately according to the usage.
- the photocurable transfer sheet 81 in FIG. 8 (b) has a release sheet 82a on one side and a support 82b on the other side.
- the photocurable transfer sheet 81 of the third invention has extremely good surface smoothness, and has a surface roughness Ra of 30 nm or less, preferably 10 nm or less.
- a transfer sheet having such a smooth surface is, for example, a photocurable composition having a weight average molecular weight of 500 or more, containing a reactive polymer having a photopolymerizable functional group, and being deformable by pressure.
- a support having a surface roughness Ra of 30 nm or less can be, for example, a polycarbonate film, and is generally commercially available.
- the photocurable composition can also be obtained by applying and drying a coating solution of the photocurable composition on a support having a surface roughness Ra of 30 nm or less (preferably 10 nm or less).
- the former method is preferable because low surface roughness can be easily obtained.
- the transfer sheet is preferably mainly composed of a photocurable composition containing a reactive polymer having a photopolymerizable functional group having a glass transition temperature of 20 ° C. or lower. Further, it is preferable that the layer has a light transmittance of 70% or more in a wavelength region of 380 to 420 nm so that reading can be easily performed by a reproduction laser. In particular, a layer having a light transmittance of 80% or more in a wavelength range of 380 to 420 nm is preferable. It is also preferable that the cured sheet has the same transmittance. Therefore, the optical information recording medium of the present invention produced using this transfer sheet can be advantageously used for a method of reproducing a pit signal using a laser having a wavelength of 380 to 420 nm.
- an optical information recording substrate and a laminate can be sequentially manufactured, for example, as shown in FIG. 9 below.
- a photocurable transfer sheet 81 having release sheets 82a and 82b on both sides When a photocurable transfer sheet 81 having release sheets 82a and 82b on both sides is used, one release sheet 82b is removed, and a stamper 91 having irregularities on the surface as recording pits is formed.
- the photocurable transfer sheet 81 is placed so that the surface on the side where the release sheet does not have the release sheet faces the unevenness, and then superposed, and pressed so that the photocurable transfer sheet 81 and the uneven surface are completely adhered. From the photocurable transfer sheet 8 1 and the stamper 9 1 Forming a laminate of the present invention. Thereafter, the photocurable transfer sheet 81 is cured by irradiating UV (ultraviolet) from above the release sheet 82a.
- UV ultraviolet
- the stamper 91 and the release sheet 82a are removed to obtain the photocurable transfer sheet 90 having the cured unevenness of the present invention (that is, the optical information recording substrate).
- the surface of the substrate on which there is no unevenness has a surface roughness of 1 & 11 or less (preferably 10 nm or less).
- both the support surface of the obtained substrate and the contact between the support and the transfer sheet are obtained.
- the photo-curing transfer is performed so that the concave and convex shape as the recording pit is accurately transferred by pressing the photo-curable transfer sheet 81 and the stamper 91 at a low temperature of 100 ° C. or less.
- the layers are designed.
- the superposition of the stamper 91 and the photocurable transfer sheet 81 is generally performed by a pressure roll or a simple press (preferably under reduced pressure).
- the cured layer of the photocurable transfer sheet 81 has extremely low adhesion to a metal such as nickel used for the stamper, and the photocurable transfer sheet can be easily peeled off from the stamper.
- an optical information recording medium can be manufactured as shown in FIG.
- the optical information recording substrate 90 obtained above is obtained by forming a silver alloy reflective layer (semi-transparent reflective layer) 83 by vapor deposition of a silver alloy on the uneven surface of the optical information recording substrate 90, and optical information having an uneven surface.
- the optical information recording medium 110 is obtained by arranging the optical information recording medium 110 so as to face each other, overlapping them with an adhesive therebetween, and curing the adhesive to form an adhesive layer 104.
- the surface of the sheet 11 of the optical information recording medium 110 on which there is no unevenness has a surface roughness Ra of 30 nm or less (preferably 10 nm or less). Since reading is performed by irradiating reproduction light (reproduction laser) from this front side, there is almost no reading error.
- a support or a protective film may be further provided on this surface.
- a read-only optical information recording medium has been described.
- a functional optical information recording medium has a group or a pit and a group.
- a metal recording layer (a recording layer and a reflective layer in the case of a dye recording layer) is used. ) Is provided. Otherwise, an optical information recording medium can be manufactured in the same manner as described above.
- the optical information recording substrate 100 is generally a thick plate, it may be produced by a conventional injection molding method, or may be produced by the method for producing the optical information recording substrate of the present invention. Since the optical information recording substrate obtained by the present invention can be a thin substrate of 300 ⁇ um or less, the thickness of the substrate can be increased when the other substrate is manufactured by a conventional method. The transfer accuracy of the pit and / or group shape can be improved.
- the adhesive for forming the adhesive layer any of conventional hot melt adhesives, UV curable resin adhesives and pressure-sensitive adhesives can be used.
- two optical information recording substrates 90 are placed on the surface of one substrate having no uneven surface.
- the translucent reflective layer of the other substrate is overlaid and adhered with an adhesive to form a laminate having a two-layer recording surface.
- another laminate is formed and a total of two laminates are formed.
- a medium in which the two laminated bodies are formed and bonded with an adhesive with the reflection layers facing each other, or a medium in which the laminated body and a transparent resin substrate are bonded together is also preferable (shown in FIG. 11).
- a medium in which the laminated body and an optical information recording substrate having a conventional concavo-convex and reflective layer are adhered is also preferable. In these cases, the reproduction light side is the translucent reflection layer.
- Such a mode corresponds to the conventional four-layer type and three-layer type for double-sided reproduction and the two-layer type for single-sided reproduction.
- the uneven surface may be formed only on a part of the substrate, a recording layer may be provided on the reflective layer, and writing may be performed on the recording layer.
- the surface of the substrate or medium is used as the photocurable transfer sheet by using a transfer sheet that does not consider the surface smoothness as described above.
- a method for obtaining smoothness after manufacturing will be described. This is because even if a release sheet having good surface smoothness is used, the surface of the transfer sheet is sufficiently smooth due to the influence of the treatment during the production or by using a release sheet having poor surface smoothness.
- the present invention can also be applied to cases where the property cannot be obtained.
- FIG. 9 after obtaining an optical information recording substrate 90 (that is, a photocurable transfer sheet 81 having cured irregularities), this was used to improve the smoothness of the surface opposite to the irregular surface of the substrate.
- a UV curable resin coating solution is applied to the surface by a spin coater, screen printing, etc., and the applied film is irradiated with ultraviolet light to be cured.
- the UV-curable resin coating liquid is mainly composed of a compound having a photopolymerizable functional group and a photopolymerization initiator, which will be described later.
- the surfactant is added with a surfactant such as a leveling agent and, if necessary, an organic solvent. is there. Further, in order to improve the smoothness, polymers described below may be added in addition to the surfactant such as the leveling agent. In addition to the above additives, a small amount of an ultraviolet absorber, an antioxidant, a dye, a processing aid, or the like may be contained.
- additives such as fine particles of silica gel, calcium carbonate, and silicone copolymer may be contained in a small amount.
- an ultraviolet curable resin for hard coat having excellent repelling properties since the surface hardness can be increased.
- the coating conditions are as follows: the viscosity of the coating solution is 10 to 100 [mP as Z 25 ° C], the setting is 1 to 100 seconds, the irradiation time is 1 to 20 seconds, and the film thickness is 1 to 1. It is preferable to carry out under the condition of 0 ⁇ m.
- the application can be performed at an appropriate stage in FIG. For example, it can be performed after metal sputtering or after forming an optical information recording medium.
- the pressure is reduced. It is preferable to perform pressing or overlapping. This facilitates the removal of bubbles and the like.
- the above-mentioned pressing under reduced pressure is performed, for example, by passing the photocurable transfer sheet and the stamper between two rolls under reduced pressure, or by using a vacuum forming machine, placing the stamper in a mold, and reducing the pressure.
- a method of pressing the photocurable transfer sheet to the stamper while pressing can be used.
- the photocurable transfer sheet of the third invention is mainly composed of a photocurable composition containing a reactive polymer having a photopolymerizable functional group having a weight average molecular weight of 500 or more, and particularly has a glass transition temperature. It is preferable that the composition mainly comprises a photocurable composition containing a reactive polymer at a temperature of 20 ° C. or lower. Except that the surface is smooth, it has the same configuration as the photocurable transfer sheet of the second invention.
- the photocurable composition of the present invention (the first to third inventions) generally comprises the above-mentioned reactive polymer having a photopolymerizable functional group and a photopolymerizable functional group (preferably a (meth) ataryl group). It comprises compounds (monomers and oligomers), a photopolymerizable initiator and, if desired, other additives.
- Examples of the reactive polymer having a photopolymerizable functional group include alkyl acrylates (eg, methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate) and / or alkyl methacrylate (for example, a homopolymer or copolymer (namely, acrylic resin) obtained from methyl methacrylate, ethyl methacrylate, butynolemethacrylate, 2-ethylhexyl methacrylate, and a photopolymerizable functional group in the main chain or side chain. Can be mentioned.
- alkyl acrylates eg, methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate
- alkyl methacrylate eg, methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate
- Such polymers include, for example, one or more (meth) acrylates and a (meth) acrylate having a functional group such as a hydroxy group (eg, 2-hydroxyethyl (meth) acrylate). It can be obtained by copolymerizing, reacting the obtained polymer with a functional group of the polymer such as isocyanatoalkyl (meth) acrylate, and a compound having a photopolymerizable group. Therefore, an acrylic resin having a photopolymerizable functional group via a urethane bond is preferable.
- the reactive polymer of the present invention preferably contains a photopolymerizable functional group in an amount of generally 1 to 50 mol%, particularly preferably 5 to 30 mol%.
- a photopolymerizable functional group an acryloyl group, a methacryloyl group, and a butyl group are preferable, and an acryloyl group and a methacryloyl group are particularly preferable.
- the glass transition temperature of this reactive polymer is generally 20 ° C or lower, and by setting the glass transition temperature to 20 ° C or lower, the obtained photocurable layer is pressed against the concave / convex surface of the stamper. At this time, it is possible to have a flexible material that can closely follow the uneven surface even at room temperature.
- the glass transition temperature should be between 15 ° C and 150 ° C. And the follower is excellent. If the glass transition temperature is too high, high pressure and high temperature are required at the time of application, leading to a reduction in workability. If the glass transition temperature is too low, a sufficient height after curing cannot be obtained.
- the reactive polymer of the present invention generally has a number average molecular weight of 5,000 to 100,000, preferably 10,000 to 300,000, and a weight average molecular weight of generally 5,000 to: 1,000,000, preferably 10,000 to 500,000, particularly 10,000 to 300,000. Preferably, there is.
- the compound having a photopolymerizable functional group include, for example, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, and 2-ethyl.
- hydroxyl-containing (meth) acrylates for example, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-hydroxy 3- Reactant of phenyloxypropyl (meth) acrylate, cyclohexan-1,4-dimethyronolemono (meth) acrylate, pentaerythritol tri (meth) acrylate, glycerin di (meth) acrylate, etc.
- bisphenol-type epoxy (meth) acrylate which is a reaction product of bisphenol-type epoxy resin such as bisphenol F-type epoxy resin and (meth) acrylic acid.
- One or more of these compounds having a photopolymerizable functional group can be used as a mixture.
- photopolymerization initiator any known photopolymerization initiator can be used, and those having good storage stability after compounding are desirable.
- photopolymerization initiators include, for example, 2-hydroxy-2-methyl-1-phenylpropane-1-one, 1-hydroxycyclohexynolepheninoleketone, 2-methylenol-1-one (4 1- (Methylthio) phenyl) 1- 2-morpholinopropane 1-1, etc., acetophenones, benzoin-based, such as penzinoresmethinoleketanole, benzophenone, 4-phenylenole Benzophenones such as benzophenone and hydroxybenzophenone, thioxanthones such as isopropylthioxanthone and 2-4-ethylthioxanthone, and other special compounds such as methylphenyldalioxylate can be used.
- photopolymerization initiators may be, if necessary, one or more known and commonly used photopolymerization accelerators such as a benzoic acid type such as 4-dimethylaminobenzoic acid or a tertiary amine type. It can be used by mixing in proportions. Also, one or more photopolymerization initiators alone can be used.
- the photocurable composition preferably contains a photopolymerization initiator in an amount of generally 0.1 to 20% by mass, particularly preferably 1 to 1.0% by mass.
- examples of the acetophenone-based polymerization initiator include 4-phenoxydichloroacetophenone, 4-t-butyldichloroacetophenone, 4-t-butyl-trichloroacetophenone, and Toxiacetophenone, 2-hydroxy-2-methyl-1-phenylpropane, one-one, 1- (4-pyropenpyrphenyl) -12-hydroxy-2-methylpropane, one-one, one- (4-dodecylphenyl) Nore) 1-Hydroxy_2-Methinolepropane 1-one, 4- (2-hydroxyethoxy) monophenyl (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexyl phenyl ketone, 2 -Benzophenone-based polymerization initiators, such as methinolate 111 (41- (methylthio) phenyl) 121-morpholinopropane Enone, benzoylbenzoic acid, benzoylbenzoic acid, benzo
- acetophenone-based polymerization initiator examples include 2-hydroxy-2-methyl-11-phenylenoprone-one, 1-hydroxycycline hexynolephen-leketone, and 2-methyl-1-1 (4- (methylthio) phenyl) one. 2_morpholinopropan-1 is preferred.
- Benzophenone-based polymerization initiators include benzophenone and benzophenone. Preferred are benzoylbenzoic acid and methyl benzoylbenzoate.
- tertiary amine photopolymerization accelerators include triethanolamine, methyljetanolamine, triisopropanolamine, 4,4-dimethylaminobenzophenone, 4,4′-ethylaminobenzophenone, Ethyl dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4-dimethylaminobenzoic acid (n_butoxy) ethyl, isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate and the like can be used.
- examples of the photopolymerization promoter include ethyl 4-dimethylaminobenzoate, ethyl 4- (dimethylaminobenzoate), isoamyl 4-dimethylaminobenzoate, 2-ethylhexyl 4-dimethylaminobenzoate, and the like.
- the components of the photopolymerization initiator are used by combining the above three components.
- the photocurable composition so that the photocurable layer of the present invention has a glass transition temperature of 20 ° C. or lower and a transmittance and / or a transmittance after curing of 70% or more. For this reason, it is preferable to add the following thermoplastic resin and other additives as required, in addition to the compound having a photopolymerizable functional group and the photopolymerization initiator.
- the mass ratio of the above reactive polymer: the compound having a photopolymerizable functional group: the photopolymerization initiator is generally from 40 to 100: 0 to 60: 0.1 to: 10, particularly preferably 60 to 100. 1100: 0 to 40: 1 to 10 is preferred. Further, 50 to 80: 20 to 50: 1 to 10 is preferable.
- a silane coupling agent (adhesion promoter) can be added as another additive.
- the silane coupling agent include burtriethoxysilane, burtris (] 3-methoxetoxy) silane, ⁇ -methacryloxypropyltrimethoxysilane, burtriacetoxysilane, ⁇ -glycidoxypropyltrimethoxysilane, ⁇ -glycidoxypropyltriethoxysilane, ⁇ - (3,4-epoxycyclohexynole) ethy ⁇ / trimethoxysilane, y-chloropropinolemethoxysilane, vinylinoletrichlorosilane, ⁇ -mercaptoprovir trime
- an epoxy group-containing compound can be added for the purpose of improving the adhesiveness.
- the epoxy group-containing compound include triglycidyl tris (2-hydroxysethyl) isocyanurate; neopentyl glycol diglycidyl ether; 1, 6-hexanediol diglycidyl ether; ataryl glycidyl ether; 2-ethylhexyl glycidyl ether; Phenyl glycidyl ether; phenol glycidyl ether; ⁇ -t-butylphenyl glycidyl ether; diglycidyl adipate; diglycidyl o-phthalate; glycidyl methacrylate; butyl glycidyl ether; The same effect can be obtained by adding an oligomer containing an epoxy group having a molecular weight of several hundreds to several thousands or a polymer having a weight average molecular weight of several thousand
- a hydrocarbon resin can be added for the purpose of improving processability such as processability and bonding.
- the hydrocarbon resin to be added may be a natural resin or a synthetic resin.
- Rosin, rosin derivatives, and terpene-based resins are preferably used in natural resin-based resins.
- rosin gum resins, tall oil resins, and pad resins can be used.
- rosin derivative rosin obtained by hydrogenation, heterogeneization, polymerization, esterification, and metal salting can be used.
- terpene resin a terpene phenol resin can be used in addition to a terpene resin such as ⁇ -binene and one pinene.
- dammar, copal, and shellac may be used as other natural resins.
- petroleum-based resins, phenol-based resins, and xylene-based resins are preferably used for synthetic resins.
- petroleum resin aliphatic petroleum resin, aromatic petroleum resin, alicyclic petroleum resin, copolymer petroleum resin, hydrogenated petroleum resin, pure monomer petroleum resin, and cumarone indene resin can be used. it can.
- Alkyl phenol resins and modified phenol resins can be used as the phenolic resin.
- xylene resin a xylene resin or a modified xylene resin can be used. Acrylic resins can also be added.
- alkyl acrylate eg, methyl acrylate, ethyl acrylate, butyl acrylate
- alkyl methacrylate eg, methyl methacrylate, ethyl methacrylate, butyl methacrylate
- Copolymers of these monomers and other copolymerizable monomers can also be mentioned.
- polymethyl methacrylate (PMMA) is preferred from the viewpoint of reactivity during light curing, durability after curing, and transparency.
- the addition amount of the polymer such as the hydrocarbon resin is appropriately selected, but is preferably 1 to 20 parts by weight, more preferably 5 to 15 parts by weight, based on 100 parts by weight of the reactive polymer. .
- the photocurable composition of the present invention may contain a small amount of an ultraviolet absorber, an antioxidant, a dye, a processing aid, and the like.
- additives such as silica gel, calcium carbonate, and fine particles of a silicone copolymer may be contained in a small amount.
- the photocurable adhesive sheet and the photocurable transfer sheet comprising the photocurable composition of the present invention include the reactive polymer, the compound having a photopolymerizable functional group (monomer and oligomer) and, if desired, other compounds.
- a film After uniformly mixing with an additive, kneading with an extruder, a roll, or the like, a film can be formed into a predetermined shape by a film forming method such as calender, roll, T-die extrusion, or inflation.
- a film forming method such as calender, roll, T-die extrusion, or inflation.
- a more preferred method of forming a photocurable sheet of the present invention is to uniformly mix and dissolve each component in a good solvent, and apply this solution to a separator precisely coated with silicone or fluorine resin by flow coating or roll coating. This is a method in which a film is formed by coating on a support by a gravure method, a myaper method, a lip die coating method, or the like, and drying the solvent.
- an embossing process may be applied to prevent blocking and facilitate degassing at the time of pressure bonding with a support or a stamper.
- the embossing method a known method can be adopted, and for example, there is embossing roll molding and the like.
- the emboss can be transferred by coating on an embossed film (paper) having releasability.
- the average roughness (R a) of this emboss is not more than 50 ⁇ , more preferably 0.01 to 50 ⁇ , and still more preferably 0.1 to 2 ⁇ m.
- irregularities of 0 ⁇ , whereby air can easily escape from the bonding surface with the device, and it is possible to fill complicated irregularities on the device surface. If it is less than 0.0 ⁇ , degassing failure is likely to occur, and if it is more than 5 ⁇ , irregularities may remain during temporary crimping.
- the thickness of the photocurable adhesive sheet and the photocurable transfer sheet is generally 1 to 120 ⁇ , preferably 5 to 50 ⁇ , and particularly preferably 5 to 30 ⁇ . If the thickness is less than 1 ⁇ , the sealing property is poor, and the unevenness of the transparent resin substrate may not be completely filled. On the other hand, if the thickness is larger than 120 ⁇ , the thickness of the recording medium increases, which may cause problems in storage of the recording medium, assembly, and the like, and may further affect light transmission.
- a transparent organic resin having a glass transition temperature of 50 ° C. or more is preferable. Examples of such a support include polyethylene terephthalate, polycyclohexylene terephthalate, and polyethylene naphthalate.
- polycarbonate, polymethyl methacrylate, polyvinyl chloride, polystyrene, and polyethylene terephthalate can be suitably used.
- the thickness is preferably from 10 to 200 ⁇ , and particularly preferably from 30 to: L 0 ⁇ .
- the kneaded material is extruded from an extruder or the like as described above, and is cast on a sheet having a surface roughness Ra of 3 O nm or less, followed by cooling. Can be obtained. If necessary, the other surface can be covered with a sheet (peel sheet).
- each component is uniformly mixed and dissolved in a good solvent, and this solution is coated on a separator precisely coated with silicone or fluorocarbon resin by the flow coating method, roll coating method, gravure roll method, Myer bar method, lip die coating method, etc.
- the solution is obtained by casting the above solution on a sheet (preferably a polycarbonate sheet) having a surface roughness Ra of 30 nm or less as described above, and drying. be able to
- the thickness of the photocurable transfer sheet of the third invention is generally preferably 1 to 120 ⁇ , preferably 5 to 5 ⁇ , and particularly preferably 5 to 300 ⁇ (especially 150 ⁇ or less). I like it. If the thickness is less than 1 ⁇ , the sealing property is inferior, and the unevenness of the transparent resin substrate may not be completely filled. On the other hand, if the thickness is larger than 120 ⁇ , the thickness of the recording medium increases, which may cause problems in storage of the recording medium, assembly, and the like, and may further affect light transmission.
- a transparent organic resin having a glass transition temperature of 50 ° C. or higher is preferable.
- a transparent organic resin having a glass transition temperature of 50 ° C. or higher examples include polyethylene terephthalate, polyhexene hexylene terephthalate, and polyethylene naphthalate.
- Polyester resin nylon 46, modified nylon 6T, nylon MXD6, polyamide resin such as polyphthalanolamide, ketone resin such as polyphenylene sulfide, polythioether sulfone, polysulfone, polyether
- ketone resin such as polyphenylene sulfide
- polythioether sulfone polysulfone
- polyether organic resins such as polyether nitrile, polyarylate, polyetherimide, polyamide imide, polycarbonate, polymethyl methacrylate, triacetyl cellulose, polystyrene, and polyvinyl chloride are mainly used. It can be a transparent resin substrate having a.
- polycarbonate, polymethyl methacrylate, polyvinyl chloride, polystyrene, and polyethylene terephthalate are excellent in birefringence and can be suitably used.
- a transparent organic resin having a glass transition temperature of 50 ° C. or more is preferable. Examples of such a support include polyethylene terephthalate and polycyclohexane.
- Polyester resins such as hexylene terephthalate and polyethylene naphthalate; polyamide resins such as nylon 46, modified nylon 6T, nylon MXD 6, and polyphthalamide; ketone resins such as polyphenylene sulfide and polythioether sulfone
- sulfone resins such as resin, polysulfone, and polyethersulfone, polyether etryl, polyarylate, polyetherimide, polyamide imide, polycarbonate, polycarbonate
- a transparent resin substrate mainly composed of an organic resin such as trimethyl methacrylate, triacetyl cellulose, polystyrene, or polyvinylinochloride can be used.
- polycarbonate, polymethylmethaphthalate, polyvinyl chloride, polystyrene, and polyethylene terephthalate are excellent in light transmittance and can be suitably used.
- a transparent organic resin having a glass transition temperature of 50 ° C. or higher is preferable.
- a support include polyethylene terephthalate and polycyclohexylene terephthalate.
- Polyester resins such as polyethylene naphthalate, nylon 46, modified nylon 6T, nylon MXD 6, polyamide resins such as polyphthalamide, ketone resins such as polyphenylene sulfide and polythioether sulfone
- sulfone-based resins such as resin, polysulfone, and polyethersulfone, polyether nitrile, polyarylate, polyether imide, polyamide imide, polycarbonate, polymethyl methacrylate, triacetyl cellulose, polystyrene, polyvierchloraAn organic resin-de, or the like can be used transparent resin substrate having a main component.
- polycarbonate, polymethylmethaphthalate, polybierck-mouth, polystyrene, and polyethylene terephthalate are excellent in transferability and birefringence, and can be suitably used.
- the thickness is preferably from 200 to 2000 m, particularly preferably from 500 to 1500 ⁇ .
- a transparent organic resin having a glass transition temperature of 50 ° C. or more is preferable.
- a support polyethylene terephthalate, polycyclohexylene terephthalate, or polyethylene naphthalate is used.
- Polyester resins such as nylon 46, modified nylon 6T, nylon MXD6, polyphthalamide, etc., ketone resins such as polyphenylene sulfide, polythioethersulfone, polysulfone, polyethersulfur
- organic resins such as polyether-tolyl, polyarylate, polyetherimide, polyamide imide, polycarbonate, polymethyl methacrylate, triacetyl cellulose, polystyrene, and polybutyl chloride are mainly used.
- Success It can be a transparent resin substrate having a.
- Polycarbonate And polymethyl methacrylate, polyvinyl chloride, polystyrene, and polyethylene terephthalate are excellent in transferability and birefringence, and can be suitably used.
- the thickness is preferably from 10 to 200 ⁇ , and particularly preferably from 50 to 100 m.
- the thus obtained photocurable adhesive sheet and photocurable transfer sheet of the present invention are made of a photocurable composition containing a reactive polymer having a glass transition temperature of 20 ° C. or lower.
- the curable adhesive (transfer) sheet preferably has a light transmittance of 70% or more in a wavelength region of 38 to 80 nm. That is, by setting the glass transition temperature to 20 ° C or less, when the photocurable adhesive (transfer) sheet is pressed against the uneven surface of the substrate, it has the flexibility to closely follow the uneven surface even at room temperature. be able to. Particularly, when the glass transition temperature is in the range of 15 ° C to 150 ° C, the followability is excellent. If the glass transition temperature is too high, high pressure and high temperature are required at the time of sticking, leading to a reduction in workability. If the glass transition temperature is too low, a sufficient height after curing cannot be obtained.
- the photocurable adhesive sheet and the photocurable transfer sheet have a light transmittance of 70% or more in a wavelength range of 380 to 420 nm (preferably 380 to 800 nm), This is to prevent the read signal intensity from being reduced by the user. Further, the light transmittance in the wavelength range of 380 to 420 nm is preferably at least 80%.
- the reactive polymer in the photocurable composition has 1 to 50 mol of a polymerizable functional group. /. It is preferred to have.
- the photocurable adhesive (transfer) sheet obtained can have a strength capable of maintaining its shape after curing.
- the photopolymerization initiator is preferably in the range of 0.1 to 10% by mass. If the amount is less than this, the curing speed is too slow and the workability is poor. descend.
- the photocurable adhesive sheet and the photocurable transfer sheet according to the present invention can be provided in the form of a film whose film thickness precision is precisely controlled, so that the film can be easily and accurately bonded to an uneven surface such as a substrate. Good, can be bonded.
- this bonding can be performed by temporary bonding at 20 to 100 ° C by a simple method such as a pressing roll or a simple press, and then cured by light at room temperature for 1 to several tens of seconds. It is difficult for the laminated body formed by the self-adhesive force peculiar to the agent to be delaminated and peeled off. It has the characteristics described above.
- the photocurable adhesive sheet and the photocurable transfer sheet of the present invention When curing the photocurable adhesive sheet and the photocurable transfer sheet of the present invention, many light sources that emit light in the ultraviolet to visible range can be used as the light source.
- many light sources that emit light in the ultraviolet to visible range can be used as the light source.
- the irradiation time cannot be determined unconditionally depending on the type of lamp and the intensity of the light source, but is on the order of seconds to minutes.
- the laminate may be heated to 30 to 80 ° C. in advance and irradiated with ultraviolet rays.
- the reflection layer on the uneven surface of the obtained substrate of the present invention is formed by depositing a metal reflection layer on the substrate (for example, sputtering, vacuum deposition, ion plating, etc.).
- a metal reflection layer on the substrate for example, sputtering, vacuum deposition, ion plating, etc.
- the metal include aluminum, gold, silver, and alloys thereof.
- the translucent reflective layer on the cured sheet is formed using silver or the like as a metal. That is, it is necessary to use a reflective layer having a lower reflectance than the above-mentioned reflective layer, and the components, the film thickness, and the like are changed.
- the adhesive When sticking an organic polymer film on the reflective layer of the cured sheet, apply an adhesive on one side and overlay the other on it and cure.
- the adhesive is a UV curable resin, it is obtained by UV irradiation, and when the adhesive is a hot melt adhesive, it is obtained by applying under heating and cooling.
- these operations are usually performed continuously in a sheet shape, and are finally punched out in a disk shape, but are punched out before bonding and processed in a disk shape.
- the reaction was carried out at 0 ° C. to obtain a solution 1 of a reactive polymer having a photopolymerizable functional group.
- the obtained reactive polymer had a T g of 0 ° C. and a weight average molecular weight of 1500
- Reactive polymer solution 100 parts by mass Tricyclodecane diatalylate 30 parts by mass
- a photocurable transfer sheet was prepared in the same manner as the above photocurable adhesive sheet, and a sheet having a dry thickness of 100 m thicker than the adhesive sheet was prepared.
- the light-hardening transfer sheet is pressed against the uneven surface of the nickel stamper having the uneven surface as pits with a load of 2 kg using a silicone rubber roller. Then, a laminate was formed, and the concave and convex shape of the stamper was transferred to the transfer sheet surface.
- the stamper was peeled off and removed from the laminate, and a silver alloy was sputtered on the uneven surface of the cured photocurable adhesive sheet (optical information recording substrate) to form a semitransparent reflective layer of the silver alloy.
- An optical information recording substrate with a reflective layer was obtained.
- An optical information recording substrate with a thickness of ⁇ ⁇ ⁇ ⁇ ⁇ m was formed by melting and solidifying polycarbonate in a mold having an uneven surface as a pit. A1 reflection layer was formed by sputtering aluminum on the formed uneven surface. The other optical information recording substrate with a reflective layer was obtained.
- the photocurable adhesive sheet obtained above is attached to one reflective layer of the two optical information recording substrates with reflective layers obtained above, and the two optical information recording substrates with reflective layers are bonded between the reflective layers. Then, the adhesive sheet was irradiated with UV using a metal halide lamp under the condition of an integrated light quantity of 100 Omj / cm 2 to cure the adhesive sheet. Thus, an optical information recording medium (DVD) was obtained.
- DVD optical information recording medium
- the resulting reacted polymer had a T g of 5 ° C. and a weight average molecular weight of 1.3000. And had 50 mol% of a methacryloyl group in the side chain.
- Reactive polymer solution 2 100 parts by mass
- An optical information recording medium was obtained in the same manner as in Example 1 except that one of the optical information recording substrates with a reflective layer was produced as follows.
- An optical information recording substrate with a thickness of 100 ⁇ 2 m was formed by melting and solidifying polycarbonate on a stamper having an uneven surface as pits.
- a commercially available photocurable liquid adhesive (SD-661, manufactured by Dainippon Ink and Chemicals, Inc.) was applied to one of the two optical information recording substrates with reflective layers obtained above by spin coating. After coating, the two optical information recording substrates with a reflective layer were bonded together with the reflective layers, and the adhesive was photo-cured. Thus, an optical information recording medium (DVD) was obtained.
- SD-661 manufactured by Dainippon Ink and Chemicals, Inc.
- the light-curable adhesive sheet was measured for light transmittance in the wavelength range of 380 to 800 nm according to JIS-K6717. 70% or more was rated as ⁇ , and less than 70% was rated as X. (2) Light transmittance (wavelength range from 380 to 420 nm)
- the light-curable adhesive sheet was measured for light transmittance in a wavelength range of 380 to 420 nm according to JIS-K6717. 70% or more was rated as ⁇ , and less than 70% was rated as X.
- the smoothness of the land surface on which the pits were formed was evaluated using an AFM (atomic force microscope). A sample with sufficiently smoothness was marked with ⁇ , and one with extremely poor smoothness was marked with X.
- the reproduction waveform of the obtained optical information recording medium was measured using a laser having a wavelength of 405 nm, and the obtained reproduction waveform was compared with the waveform of a stamper used for manufacturing.
- the shape matching the stamper waveform was marked with ⁇ , and the one that hardly matched the shape was marked X.
- Table 1 shows the obtained test results.
- Example 1 Example 2 Comparative Example 1 Light transmittance (38O800nm) ⁇ ⁇ ⁇
- the photocurable adhesive sheet of the first invention of the present invention can accurately adhere along the uneven surface by pressing the uneven surface of the substrate of the optical information recording medium. For this reason, in the obtained optical information recording medium, the adhesion of the substrate is completely adhered to the uneven surface, so that there is no adverse effect on the signal surface due to the adhesion. Therefore, the optical information recording medium obtained in this way has an excellent characteristic that almost no errors occur during reproduction.
- the adhesive in the manufacture of the optical information recording medium of the present invention by using a photocurable adhesive sheet is adhered to the substrate by deformation by softening, for curing, and 3 0 0 mu m by the following thin layer thickness Warpage because of its high transparency and low cure shrinkage and excellent dimensional stability.
- a photocurable adhesive sheet is adhered to the substrate by deformation by softening, for curing, and 3 0 0 mu m by the following thin layer thickness Warpage because of its high transparency and low cure shrinkage and excellent dimensional stability.
- the photocurable adhesive sheet of the present invention uses a thin layer (for example, thickness unevenness of ⁇ 2 zm in 25 1! 1) as the adhesive layer, the ultraviolet curable liquid resin is spun. Compared to the case where an adhesive layer is formed by coating the coating (in this case, thickness unevenness of generally ⁇ 5111), the thickness accuracy of the formed layer is excellent, which leads to the improvement of the dimensional stability described above. .
- the photocurable adhesive sheet of the present invention has the above-mentioned excellent properties, it can be used not only for the production of the optical information recording medium but also for various fields. it is obvious.
- the obtained reactive polymer had a T g of 0 ° C., a weight-average molecular weight of 1,500,000, and had 5 mol% of a metathaliloyl group in a side chain.
- Reactive polymer solution 1100 parts by mass Tricyclodecane diatalylate 30 parts by mass
- the above-mentioned photocurable transfer sheet from which one of the release sheets was removed was used as an aluminum reflection layer (70) provided on an uneven surface of a polycarbonate substrate (thickness: 1.1 mm) having uneven surfaces as pits formed by injection molding. (nm), the transfer sheet surface and the reflective layer were placed in contact with each other, and the photocurable transfer sheet was pressed with a 2 kg load using a silicone rubber roller to form a laminate (Fig. 6 (Corresponds to (2)).
- the release sheet of the photo-curable transfer sheet of the laminate is removed, and an Eckel stamper having uneven surfaces as pits is placed on the removed transfer sheet surface so that the sheet surface and the uneven surface of the stamper are in contact with each other. Then, the stamper was pressed with a load of 2 kg using a silicone rubber roller to form a laminate, and the irregularities of the stamper were transferred to the transfer sheet surface. .
- the transfer sheet was cured using a metal halide lamp by irradiating an integrated light amount of 100 m: [/ (; 1112 under the condition of 1 1 2 ).
- the stamper was peeled off and removed from the laminate, and a silver alloy was sputtered on the uneven surface of the cured photocurable transfer sheet to form a semi-transparent reflective layer of the silver alloy.
- a polycarbonate film (thickness: 70 / m; trade name: Pure Ace C110-70, manufactured by Teijin Limited) was adhered to this via an adhesive.
- the resulting reacted polymer had a T g of 5 ° C., a weight average molecular weight of 130,000, and had a methacryloyl group in a side chain of 50 mol%.
- Reactive polymer solution 2 100 parts by mass
- Example 3 Using the above sheet, the same procedure as in Example 3 was carried out, whereby an optical information recording medium was obtained.
- Ultraviolet and linear curing resin (trade name: SD-661) is formed on an aluminum reflective layer (70 nm) provided on the uneven surface of a polycarbonate substrate (thickness: 1 lmm) obtained by injection molding having uneven surfaces as pits. , Manufactured by Dainippon Ink and Chemicals, Inc.) to form a 10 ⁇ m thick ultraviolet curable resin layer.
- An ultraviolet-curing resin (trade name: SD_661, manufactured by Dainippon Ink and Chemicals, Inc.) was applied to the surface of the nickel stamper having the uneven surface as a pit to form a 10 ⁇ m-thick ultraviolet-curing resin B layer.
- the substrate and the stamper are pressed together with the UV curable resin layer A and layer B facing each other.
- the photocurable transfer sheet side using a metal halide lamp, UV-irradiated under the conditions of integrated quantity of light 200 Om jZcm 2, to cure the transfer layer.
- the stamper was peeled off and removed from the laminate, and a silver alloy was sputtered on the uneven surface of the cured ultraviolet curable resin B layer to form a semi-transparent reflective layer of the silver alloy.
- a polycarbonate film (thickness: 70 ⁇ ; trade name: Pure Ace C 110-70, manufactured by Teijin Limited) was adhered to this via an adhesive.
- optical information recording mediums and optical information recording media Evaluation of optical information recording substrates and optical information recording media>
- One of the photocurable transfer sheets was measured for light transmittance in the wavelength range of 380 to 420 nm according to JIS-K6717. 70% or more was rated as ⁇ , and less than 70% was rated as X.
- the smoothness of the land where the pits were formed was evaluated using AFM (atomic force microscope). A sample with sufficiently smoothness was marked with ⁇ , and one with extremely poor smoothness was marked with X.
- the reproduction waveform of the obtained optical information recording medium was measured using a laser having a wavelength of 405 nm, and the obtained reproduction waveform was compared with the waveform of a stamper used for manufacturing.
- the shape matching the stamper waveform was marked with ⁇ , and the one that hardly matched the shape was marked X.
- Example 3 Example 4 _ —Comparative Example 2 One light transmittance (380-420 nm) ⁇ ⁇ ⁇
- the information recording medium has difficulty in removing bubbles at the time of bonding, has a problem in transparency in particular, and has a rather large warp, which is considered to be insufficient in each of the above characteristics.
- a layer having another uneven surface can be extremely easily and highly produced on a disk substrate having an uneven surface. It can be formed by nature. Further, according to the method of the present invention, the uneven surface of the disk substrate and the uneven surface of the stamper can be easily and accurately transferred without foaming. The uneven surface has a signal surface on which it is accurately transferred. Therefore, the optical information recording medium formed from such a substrate has an effect that almost no errors occur during reproduction.
- the method for manufacturing an optical information recording medium of the present invention it is possible to precisely cover a disk substrate having a convex surface by a simple method. Further, the photocurable transfer sheet used in the method of the present invention has a smaller curing shrinkage than a normal photocurable resin, has excellent dimensional stability, and is capable of obtaining an optical information recording medium having almost no deformation such as warpage. Can be done.
- T g is 0 ° C
- a weight average molecular weight of 1 5 0 0 0 0 had a Metatariroiru group in the side chain has 5 mol 0/0.
- Reactive polymer solution 100 parts by mass Tricyclodecane diatalylate 30 parts by mass
- the photocurable transfer sheet is pressed against the uneven surface of a nickel stamper having pits with concave and convex surfaces using a silicone rubber roller with a load of 2 kg using a silicone rubber roller.
- the stamper was transferred to the transfer sheet surface.
- the photocurable transfer sheet side using a metal halide lamp, UV-irradiated under the conditions of integrated quantity of light 2 0 0 O m J / c ni 2, to cure the transfer layer.
- the stamper and the release sheet were removed from the laminate, and a silver alloy was sputtered on the uneven surface of the cured photocurable transfer sheet (optical information recording substrate) to form a semitransparent reflective layer of the silver alloy.
- an optical information recording substrate with a reflective layer was obtained.
- An optical information recording substrate having a thickness of 110 ⁇ was molded by melting and solidifying polycarbonate in a mold having an uneven surface as a pit. A1 reflection layer was formed by sputtering aluminum on the formed uneven surface. The other optical information recording substrate with a reflective layer was obtained.
- SD-661 photocurable liquid adhesive manufactured by Dainippon Ink and Chemicals, Inc.
- the mixture having the above composition was heated to 60 ° C. while gently stirring to start polymerization, and the mixture was stirred at this temperature for 10 hours to obtain an etalinole having a hydroxyl group in a side chain. Thereafter, 50 parts by mass of a force lens MOI (2-isocyanatoethyl methacrylate; manufactured by Showa Denko KK) is added, and the mixture is reacted at 50 ° C with gentle stirring to obtain a reaction having a photopolymerizable group. A solution 2 of the conductive polymer was obtained.
- a force lens MOI 2-isocyanatoethyl methacrylate
- Reactive polymer solution 2100 parts by mass
- optical information recording substrate with a reflective layer and the other optical information recording substrate with a reflective layer, and an optical information recording medium were produced in the same manner as in Example 5.
- Comparative Example 3 a hard coat coating solution (Seika Beam VDAL 292, manufactured by Dainichi Seika Kogyo Co., Ltd.) was applied to one exposed surface (exposed surface on the reproduction side) of the obtained optical information recording medium using a spin coater. It was cured by irradiation with ultraviolet rays.
- a hard coat coating solution Seika Beam VDAL 292, manufactured by Dainichi Seika Kogyo Co., Ltd.
- the center line average roughness (Ra) of the sheet was measured using a contact type surface roughness meter (Talystep; manufactured by Taylor Hobson KK).
- One of the photocurable transfer sheets was measured for light transmittance in the wavelength range of 380 to 420 nm according to JIS-K6717. 70% or more was rated as ⁇ , and less than 70% was rated as X.
- the smoothness of the land where the pits were formed was evaluated using AFM (atomic force microscope). A sample with sufficiently smoothness was marked with ⁇ , and one with extremely poor smoothness was marked with X.
- the reproduction waveform of the obtained optical information recording medium was measured using a laser having a wavelength of 405 nm, and the obtained reproduction waveform was compared with the waveform of a stamper used for manufacturing.
- the shape matching the stamper waveform was marked with ⁇ , and the one that hardly matched the shape was marked X.
- Example 5 Example 6
- Example 7 Comparative Example 3
- Light transmittance (380-420 nm) ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ Land roughness ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ Signal reading ⁇ ⁇ ⁇ X
- the optical information recording substrate obtained by the present invention is formed by using a photocurable transfer sheet by deformation due to softening and is cured, so that the substrate thickness is as thin as 300 ⁇ or less. Good transfer can be obtained.
Landscapes
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Manufacturing Optical Record Carriers (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
Description
Claims
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/507,320 US20050158500A1 (en) | 2002-03-13 | 2003-03-10 | Photo-curable adhesive sheet, photo-curable transfer sheet, optical information recording medium, and method for preparing optical information recording medium |
EP03710292.8A EP1484377B9 (en) | 2002-03-13 | 2003-03-10 | Photo-curable adhesive sheet, photo-curable transfer sheet, optical information recording medium and method for preparing optical information recording medium |
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2002-68552 | 2002-03-13 | ||
JP2002068552A JP2003272244A (ja) | 2002-03-13 | 2002-03-13 | 光情報記録媒体の製造方法及び光情報記録媒体 |
JP2002-70540 | 2002-03-14 | ||
JP2002070540A JP2003272228A (ja) | 2002-03-14 | 2002-03-14 | 光硬化性転写シート及びその製造方法、積層体、光情報記録基板及び光情報記録媒体 |
JP2002-81616 | 2002-03-22 | ||
JP2002081616A JP4165635B2 (ja) | 2002-03-22 | 2002-03-22 | 光情報記録媒体の製造方法 |
Publications (1)
Publication Number | Publication Date |
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WO2003076541A1 true WO2003076541A1 (fr) | 2003-09-18 |
Family
ID=27808415
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2003/002786 WO2003076541A1 (fr) | 2002-03-13 | 2003-03-10 | Feuille adhesive photodurcissable, feuille de transfert photocurcissable, et support d'enregistrement d'informations optiques et son procede de preparation |
Country Status (3)
Country | Link |
---|---|
US (1) | US20050158500A1 (ja) |
EP (1) | EP1484377B9 (ja) |
WO (1) | WO2003076541A1 (ja) |
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EP1736978A1 (en) * | 2004-04-08 | 2006-12-27 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium and method for manufacturing the same |
EP1752980A1 (en) * | 2004-05-21 | 2007-02-14 | Lintec Corporation | Sheet for production of optical recording medium |
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EP1437726B1 (en) * | 2001-10-02 | 2011-08-10 | Bridgestone Corporation | Photocurable transfer sheet; laminate optical information recording substrate; method for manufacture thereof and optical information recording medium |
JP4560048B2 (ja) * | 2004-09-24 | 2010-10-13 | パナソニック株式会社 | 多層情報記録媒体およびその製造方法、並びに感光性粘着シート |
JP4516414B2 (ja) * | 2004-11-22 | 2010-08-04 | 株式会社ソニー・ディスクアンドデジタルソリューションズ | 光ディスクの製造方法および光ディスク |
TW200636708A (en) * | 2005-04-01 | 2006-10-16 | Prodisc Technology Inc | Optical information storage medium |
FR2886446A1 (fr) * | 2005-05-31 | 2006-12-01 | Commissariat Energie Atomique | Support d'enregistrement optique comportant une couche de colle urethane acrylate |
JP4348741B2 (ja) * | 2005-06-27 | 2009-10-21 | 日本電気株式会社 | 光学的情報記録媒体及び光学的情報再生装置 |
US7687550B2 (en) * | 2005-10-24 | 2010-03-30 | Hewlett-Packard Development Company, L.P. | Composition including a radiation-curable pre-polymer with a stabilizing additive comprising metal particles |
JP2007265519A (ja) * | 2006-03-28 | 2007-10-11 | Toshiba Corp | 光ディスク、光ディスク製造方法、及び光ディスク装置 |
JP2007305220A (ja) * | 2006-05-11 | 2007-11-22 | Lintec Corp | 光記録媒体製造用シートおよび光記録媒体、ならびにそれらの製造方法 |
US20110262675A1 (en) * | 2006-08-31 | 2011-10-27 | Bridgestone Corporation | Photo-curable transfer sheet, process for the preparation of optical information recording medium using the sheet, and optical information recording medium |
CN101512646B (zh) * | 2006-09-14 | 2011-06-15 | 株式会社普利司通 | 光固化性转印片、使用该转印片制备光信息记录介质的方法和光信息记录介质 |
KR101242330B1 (ko) * | 2009-12-30 | 2013-03-12 | (주)엘지하우시스 | 이형필름 및 이의 제조방법 |
EP2751852A1 (en) * | 2011-08-30 | 2014-07-09 | Koninklijke Philips N.V. | Method of bonding a substrate to a semiconductor light emitting device |
US20150224752A1 (en) * | 2012-09-04 | 2015-08-13 | Kimoto Co., Ltd. | Laminate and surface protection plate |
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- 2003-03-10 WO PCT/JP2003/002786 patent/WO2003076541A1/ja active Application Filing
- 2003-03-10 EP EP03710292.8A patent/EP1484377B9/en not_active Expired - Fee Related
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EP1736978A1 (en) * | 2004-04-08 | 2006-12-27 | Matsushita Electric Industrial Co., Ltd. | Optical information recording medium and method for manufacturing the same |
EP1736978A4 (en) * | 2004-04-08 | 2008-07-02 | Matsushita Electric Ind Co Ltd | OPTICAL INFORMATION RECORDING MEDIUM AND MANUFACTURING METHOD THEREFOR |
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EP1752980A4 (en) * | 2004-05-21 | 2008-06-18 | Lintec Corp | SHEET FOR THE PRODUCTION OF OPTICAL RECORDING MEDIUM |
Also Published As
Publication number | Publication date |
---|---|
US20050158500A1 (en) | 2005-07-21 |
EP1484377B1 (en) | 2012-11-14 |
EP1484377A1 (en) | 2004-12-08 |
EP1484377B9 (en) | 2013-04-10 |
EP1484377A4 (en) | 2009-11-25 |
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