WO2005014748A1 - 接着剤組成物及びそれを用いた光ディスク - Google Patents
接着剤組成物及びそれを用いた光ディスク Download PDFInfo
- Publication number
- WO2005014748A1 WO2005014748A1 PCT/JP2004/011545 JP2004011545W WO2005014748A1 WO 2005014748 A1 WO2005014748 A1 WO 2005014748A1 JP 2004011545 W JP2004011545 W JP 2004011545W WO 2005014748 A1 WO2005014748 A1 WO 2005014748A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- meth
- acrylate
- atalylate
- adhesive composition
- optical disk
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
- C09J163/10—Epoxy resins modified by unsaturated compounds
-
- 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
Definitions
- the present invention relates to an adhesive composition comprising an ultraviolet-curable resin composition suitable for bonding optical disk substrates, and is particularly useful for bonding two optical disk substrates used for DVD.
- the present invention also relates to an optical disk which is occupied by shellfish using the adhesive composition.
- DVDs that are currently in practical use are DVD-ROMs in which information such as movies has been recorded since the disc was manufactured, and information was not recorded at the time of manufacture, and consumer information was stored in the dye recording layer or inorganic recording layer. It can be broadly divided into blank DVDs in which information is recorded.
- DVD-ROMs have information recorded on a board, and are of the following types: Single-sided reading with a single recording layer and a recording capacity of about 5 GB DVD-5, single-sided reading with a double-layer recording capacity of about 9 GB DVD_9, and double-sided reading with a double-layer recording capacity of about 10
- DVD-10 of gigabyte, and DVD-18 of about 18GB with double-sided reading and four recording layers are DVD-10 of gigabyte, and DVD-18 of about 18GB with double-sided reading and four recording layers.
- any material such as gold, silicon, silicon nitride, silver, or a silver alloy as a material for the translucent reflective film has no problem with the laser transmittance.
- the wavelength is around 400 nm, and the transmittance of light of the wavelength is good.
- the material for the translucent reflective film is limited to silver or silver alloy. However, these materials have a disadvantage that they are more susceptible to oxidation than gold and are unstable.
- DVD-R DVD + R
- DVD_RW DVD + RW
- DVD-RAM DVD + RW
- DVD-RAM DVD + RW
- DVD-RAM DVD + RW
- DVD-RAM DVD + RW
- DVD-RAM DVD + RW
- DVD-RAM DVD + RW
- DVD-RAM DVD + RW
- DVD-RAM DVD + RW
- DVD-RAM single-sided, single-sided, and use a polycarbonate substrate bonded to a substrate having a recording layer and a reflective film layer.
- silver or a silver alloy having high reflectivity is used in a certain thickness (for example, 10 to 200 nm).
- the new format includes a type that has two layers, a translucent reflective film and a total reflective film layer. Silver or silver alloy with high reflectivity is used as the material of the reflective film layer. I have.
- Patent Document 1 describes an ultraviolet-curable adhesive composition for an optical disk mainly containing (meth) acrylate which has an alicyclic structure, and a translucent reflective film made of silver or a silver alloy is used. It is shown that the bonded optical disc used has improved durability against chemical changes such as oxidation.
- an ultraviolet-curable adhesive for optical discs mainly composed of (meth) acrylate which has an alicyclic structure the adhesiveness between the translucent reflective film and the Z- or total-reflective film and the cured adhesive can be improved. There was a problem of being weak.
- Patent Document 1 Japanese Patent Application Laid-Open No. 2001-167478
- the present invention relates to an adhesive having a total reflection film or a translucent reflection film made of silver or a silver alloy or the like.
- an adhesive resin composition having excellent adhesiveness.
- the inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, the bonded optical disc having a total reflection film or a semi-transparent reflection film made of silver or a silver alloy has durability and close adhesion.
- the present inventors have found an adhesive composition having excellent properties and completed the present invention.
- the present invention provides:
- an adhesive composition containing a bisphenol-type epoxy (meth) atalylate (A), a di (meth) atalylate compound having a cyclic ether structure (B), and a photopolymerization initiator (C);
- the adhesive composition according to the above (1) comprising:
- optical disk substrate is an optical disk substrate having at least one of a total reflection film or a translucent reflection film of silver or a silver alloy;
- a bonded optical disk using a translucent reflection film or a total reflection film of silver or a silver alloy can be used as gold.
- a high durability equivalent to that of a conventional bonded optical disc having a semi-transparent reflective film, and a high adhesive strength between the translucent reflective film or the total reflective film and the cured adhesive are as durable as when using a protective coat.
- blank DVDs that use silver or silver alloy for the reflective film are as durable as when using a protective coat.
- a high adhesion strength between the metal reflective film and the cured adhesive, and between the polycarbonate substrate and the cured adhesive Due to the high adhesion strength, the bonded optical disk does not come off even if the DVD is used repeatedly.
- the adhesive composition of the present invention is suitable for laminating optical discs, and is usually an ultraviolet-curable resin composition that is cured by light, particularly ultraviolet light. Accordingly, hereinafter, the adhesive composition of the present invention may be described as the ultraviolet-curable resin composition of the present invention.
- the composition contains at least three components: a bisphenol-type epoxy (meth) acrylate, (A), a di (meth) acrylate having a cyclic ether structure (B), and a photopolymerization initiator (C).
- the bisphenol-type epoxy (meth) acrylate (A) has a function of improving the curing speed and improving the hardness of the cured product.
- the bisphenol-type epoxy (meth) acrylate (A) contained in the composition of the present invention may be obtained by a reaction between a bisphenol-type epoxy resin or the like and (meth) acrylic acid, for example, a reaction under the following conditions. Epoxy (meth) acrylates obtained are mentioned.
- the bisphenol type epoxy resin any of bisphenol type epoxy resins can be used. Preferred examples include bisphenol A type epoxy resin (for example, Epicoat 802, 1001, manufactured by Japan Epoxy Resin Co., Ltd.). 1004 (trade name)) or bisphenol F-type epoxy resin (for example, Epicoat 4001P, 4002P, 4003P (trade name) manufactured by Japan Epoxy Resin Co., Ltd.). Bisphenol A type epoxy resin is more preferred.
- the bisphenol-type epoxy resin in the component (A) does not include a modified or hydrogenated product thereof, and the modified or hydrogenated product is included in the component (B-1) described later.
- Preferred bisphenol type epoxy (meth) acrylate (A) can be obtained as follows.
- Bisphenol-type epoxy resin or the like and (meth) acrylic acid are combined with 0.9-1.5 (meth) acrylic acid for 1 equivalent of epoxy group of bisphenol-type epoxy resin (glycidyl ether-type epoxy compound).
- Monore more preferably 0.95-1.1 monole];
- the reaction temperature is preferably 80-120 ° C, and the reaction time is about 10-35 hours.
- a catalyst such as, for example, triphenylphosphine, triethanolamine, tetraethylammonium chloride and the like.
- a polymerization inhibitor eg, paramethoxyphenol, methylhydroquinone, etc.
- a polymerization inhibitor eg, paramethoxyphenol, methylhydroquinone, etc.
- Bisphenol-type epoxy (meth) acrylates (A) can be used alone or as a mixture of two or more at any ratio.
- the content of bisphenol type epoxy (meth) Atari rate (A) based on the whole usually present composition 1 one 70 wt%, preferably 5 40 wt%, more preferably 10 40 weight 0/0 is there.
- the molecular weight of the bisphenol epoxy (meth) acrylate (A) is preferably 500,000.
- the di (meth) atalylate (B) having a cyclic ether structure contained in the composition of the present invention includes, for example, one or more, preferably 114, more preferably 112 oxygen atoms.
- Examples of the di (meth) atalylate (B) having a cyclic ether structure include hydroxy-substituted (C4-C10) tertiary aldehyde-modified trimethylolpropane di (meth) atalylate or a modified product thereof.
- Hydroxypivalaldehyde-modified trimethylolpropane di (meth) acrylate for example, KAYARAD R-604 manufactured by Nippon Kayaku Co., Ltd.
- a modified product thereof for example, force-prolatatone-modified hydroxypivalaldehyde-modified trimethylolpropane Di (meth) atalylate) or spiroglycol di (meth) atalylate. I like it.
- the content of the component (B) is usually 5 to 75% by weight (hereinafter, unless otherwise specified,% represents% by weight), preferably 10 to 60% or 70%, and more preferably, to the whole composition of the present invention. Is 35-65%.
- the ultraviolet-curable resin composition of the present invention contains a (meth) acrylate monomer (B-1) other than the above-mentioned component (B), the components (D) and (E) described below (and optionally other (Abbreviated as rate).
- the component (B-1) may have a substituent such as a hydroxy group or an alkoxy group, or may be a monofunctional or polyfunctional monomer such as an ester of an phenolic alcohol having 115 carbon atoms and (meth) acrylic acid. Functional monomers.
- examples of the monofunctional monomer include, for example, tricyclodecane (meth) acrylate, dicyclopentagenoxyethyl (meth) acrylate, dicyclopentanyl (meth) acrylate, isobornyl (meth) Acrylate, adamantyl (meth) atalylate, phenoxethyl (meth) acrylate, phenoxypolyethylene glycol (meth) acrylate, benzyl (meth) acrylate, tetrahydro T) acrylate, lauryl (meth) acrylate, isodecyl (meth) acrylate, atearyl (meth) acrylate, isooctyl (meth) acrylate, tridecinole (meth) acrylate, ethoxydiethylene glycol (meth) acrylate No.
- component (B-1) as a polyfunctional (meth) acrylate monomer having two or more (meth) acrylate groups in a molecule, for example, cyclohexane_1,4-dimethanol di (meth) ) Atalylate, cyclohexane-1,3-dimethanol di (meth) atalylate, tricyclodecane dimethylol di (meth) atalylate (for example, manufactured by Nippon Kayaku Co., Ltd., KAYARAD R-684, tricyclodecanedi Methylol diatalylate, etc.), hydrogenated bisphenol A polyethoxydi (meth) atalylate, hydrogenated bisphenol A polypropoxydi (meth) atalylate, hydrogenated bisphenol F polyethoxydi (meth) acrylate, cyclohexane 1,4-dimethanol polyethoxydi (meth) atalylate, hydrogenated bisphenol A ⁇ -force pro
- These (meth) acrylate monomers (B-1) may be used alone or in a mixture of two or more kinds at an arbitrary ratio.
- the content of the (meth) acrylate monomer (B-1) is usually 085%, preferably 0%, and more preferably 0%, based on the whole composition of the present invention. In some cases, 10-60 ⁇ / ⁇ are preferred.
- the photopolymerization initiator (C) contained in the composition of the present invention includes 1-hydroxycyclohexyl. Silphenyl ketone, 2,2-dimethoxy-1_2_phenylacetophenodroxy_2-methynole 1-phenylpropane_1-one, 1- [4- (2-hydroxyethoxy) -phenyl] 1-2-hydroxy 1-Methyl-1_propane-11-one or 2-methyl- [4_ (methylthio) phenyl] _2-morpholino-11-propanone is preferred.
- One or more types can be mixed and used at any ratio. S it can.
- the content of the photopolymerization initiator (C) is usually 0.5 to 20%, preferably 1 to 10%, based on the whole composition of the present invention.
- photopolymerization initiators may be used in combination, if necessary.
- Preferable ones include the following.
- 2_benzyl-2-dimethylamino_1_ (4_morpholinophenyl) -butane_1_one 2_cyclothioxanthone, 2,4-dimethylthioxanthone, 2,4-diisopropylthioxanthone, isopropylthioxanthone , 2,4,6_trimethylbenzoyldiphosphinoxide or bis (2,6-dimethoxybenzoyl) -2,4,4_trimethylpentylphosphinoxide.
- One or two or more of these photopolymerization initiators can be mixed and used at an arbitrary ratio.
- the content thereof is usually 0 to 5%, optionally 0.005 to 5%, preferably 0 to 5%, and optionally 0.01 to 3% based on the whole composition of the present invention.
- amines and the like which can be a photopolymerization initiation auxiliary agent can be used in combination with the above photopolymerization initiator.
- examples of amines that can be used include 2-dimethylaminoethyl benzoate, dimethylaminoacetophenone, ethyl ethyl p-dimethylaminobenzoate, and isoamyl p-dimethylaminobenzoate.
- the content thereof with respect to the entire present composition is usually 0-5% if ⁇ Koyori 0.005 one 5 0/0, preferably ⁇ or 0 one 3 0/0, if it is ⁇ Koyori 0.01 one 3 0/0.
- the phosphoric acid (meth) atalylate toy conjugate (D) that can be contained in the composition of the present invention is a monoester, a diester or a diester as long as it is a (meth) atalylate having a phosphate ester skeleton. Is not particularly limited, such as a triester.
- C1-C3 alkyl Lenoxide-modified C6—CIO aryloxy or CI-CIO alkoxyphosphonic mono-, di- or tri (meth) acrylates such as ethyleneoxide-modified phenoxyphosphoric acid (meth) acrylate, ethyleneoxide-modified butoxyphosphoric acid (meth) acrylate, ethyleneoxy De-modified octyl oxyphosphoric acid (meth) acrylate, C1-C3 alkylene oxide-modified phosphate di- or tri (meth) acrylate, for example, ethylene oxide-modified di (meth) acrylate, ethylene Oxide-modified tri (meth) aphthalate phosphate and the like.
- C1-C3 alkylene oxide-modified phosphate mono-, di- or tri (meth) acrylates are preferred.
- a C1-C3 alkylene oxide-modified di (meth) atalylate phosphate is more preferred.
- One or more phosphoric acid (meth) acrylates (D) can be mixed and used in an arbitrary ratio. Content of the phosphoric acid (meth) Atari rate Lee ⁇ product (D) is based on the entire inventive composition, 0-5%, if (Koyori 0.005 one 5 0/0, preferably ⁇ or 0 one 3 0/0, if (Koyori 0.05 one 3 0/0.
- composition of the present invention can be added with urethane (meth) acrylate ( ⁇ ) as required.
- Urethane (meth) acrylate ( ⁇ ) further improves the adhesion and the flexibility of the cured adhesive film. Therefore, the warpage of the obtained bonded optical disk can be reduced by including the component (II).
- the urethane (meth) acrylate ( ⁇ ) in the present invention can be obtained by reacting a polyhydric alcohol, an organic polyisocyanate and a hydroxy (meth) atalyre conjugate.
- Examples of the polyhydric alcohol include C1-C10 such as neopentyl glycol, 3-methyl-1,5-pentanediol, ethylene glycol, propylene glycol, 1,4-butanediol and 1,6-hexanediol.
- Aliphatic polyols such as alkylene glycols, trimethylolpropane, pentaerythritol, tricyclodecane dimethylol, bis (hydroxymethinole) cyclohexane, preferably C1-C15, more preferably C2-C12 aliphatic polyols, and these aliphatics Obtained by reacting a polyol with a polybasic acid, preferably a C3 C12 polybasic acid (eg, succinic acid, phthalic acid, hexahydrophthalic anhydride, terephthalic acid, adipic acid, azelaic acid, tetrahydrophthalic anhydride, etc.) Polyester polyol, the aliphatic polyol and ⁇ -force obtained by reaction with prolatatatone Prolatatatone alcohol, obtained by reaction of the aliphatic polyol with carbonate Polycarbonate polyols (for example, polycarbonate diols obtained by the reaction of 1,6
- Examples of the organic polyisocyanate include a compound in which two or more, preferably 24, isocyanate groups are bonded to a hydrocarbon residue of 112 to 120 carbon atoms, preferably C6 to C15.
- Specific examples include isophorone diisocyanate, hexamethylene diisocyanate, tolylene diisocyanate, xylene diisocyanate, diphenylmethane-1,4 'diisocyanate, and dicyclopentanyl diisocyanate.
- hydroxy (meth) atalylate conjugate examples include hydroxy-substituted C1-C15 hydrocarbon (meth) acrylates, preferably hydroxy-substituted C2-C10 hydrocarbon (meth) atalylates. , Hydroxyethyl (meth) atalylate, hydroxypropyl (meth) atalay
- Urethane (meth) acrylate (E) is obtained by the following reaction. That is, an organic polyisocyanate is mixed with a polyhydric alcohol such that an isocyanate group is preferably 1.1 to 2.0 equivalents per equivalent of a hydroxyl group, and reacted at a reaction temperature of preferably 70 to 90 ° C. To produce urethane oligomers. Then, the hydroxy (meth) atalylate compound is mixed so that the hydroxyl group is preferably 1 1 1 to 5 equivalents per 1 equivalent of the isocyanate group of the obtained urethane oligomer, and the reaction is carried out preferably at 70 to 90 ° C. This gives the desired urethane (meth) atalylate (E).
- One or more urethane (meth) acrylates (E) can be mixed and used in an arbitrary ratio.
- the content of urethane (meth) atalylate (E) is 0 to 50%, optionally 1 to 50%, preferably 0 to 40%, and optionally 5 to 40% based on the whole composition of the present invention.
- the molecular weight of urethane (meth) acrylate (E) is preferably 400 10000.
- the molecular weight is a weight average molecular weight
- the measuring method is a light scattering method.
- the antioxidant (F) to which the composition of the present invention may be added may be, for example, a hindered phenol compound, an amine compound, an io compound and / or a phosphorus compound. Can be mentioned.
- hindered phenol compound as the antioxidant (F) examples include 2,6-di-tert-butynole-4-methylphenol, and 2,2′-methylene-bis (4-methynole One 6-tert-butylphenol, 2,2'_methylene-bis (4-ethynole_6_tert_butylphenol), 4,4'_thio-bis (3-methyl-6_tert_butylphenol), 4,4'-butylidenebis ( 3-methylphenol 6_tert_butylphenol), triethylene glycol bis [3_ (3_tert-butynole)
- amine compound as the antioxidant (F) examples include octylated diphenylamine (eg, 4,4, -dioctyl-diphenylamine), 4,4, -dicumyl-diphenylamine, 6 _Ethoxy-1,2,2,4-trimethinole-1,2-dihydroquinoline, and 2,2,4_trimethinole-1,2-dihydroquinoline polymer.
- iodide compound as the antioxidant (F) include 2-mercaptobenzimidazole, 2,4-bis (octylthiomethinole) _o_cresol, and 2,4_bis (n- Octylcho) — 6_ (4-hydroxy_3,5_di-tert-butylanilino) _1,3,5-triazine, ADE force stub AO-412S (made by Asahi Denka Kogyo Co., Ltd.), etc. .
- the phosphorus-containing compound as the antioxidant (F) include Tris (phenyl phenyl) phosphate, ADK STAB PER-4C (manufactured by Asahi Denka Kogyo Co., Ltd.), and ADK STAB 260 (Asahi Denka Industrial Co., Ltd.) and ADK STAB 522A (Asahi Denka Kogyo Co., Ltd.).
- these antioxidants (F) particularly preferred are hindered phenol compounds. One or more of these antioxidants can be used.
- the antioxidant Contact usually 0 10%, if ⁇ Koyori 0.005 one 10 o / o, preferably ⁇ f or normal 0 one 5 0/0, If it is ⁇ Koyori 0.01 one 5 0/0.
- a polyester-based, polycarbonate-based, polyacryl-based, polyurethane-based, or polybutyl-based resin may be added to the composition of the present invention as a polymer.
- composition of the present invention include bisphenol type epoxy (meth) acrylate ( ⁇ ⁇ ⁇ ⁇ ), preferably bisphenol ⁇ type epoxy resin, based on the total amount of the adhesive composition.
- % Preferably 5-40%, more preferably 10-40%,
- Di (meth) atalylate toy conjugate (B) having a cyclic ether structure preferably di (meth) having an alicyclic partial structure containing 1-4, more preferably 1-2, oxygen atoms Di (meth) atalylate containing a cyclic ether structure having a 3- to 8-membered ring, more preferably a 5- to 6-membered ring, and still more preferably hydroxypivalaldehyde-modified trimethylolpropane diatalylate: 75 0/0, preferably ⁇ or 10- 70 o / o, more preferably ⁇ or 35- 65 0/0, the photopolymerization initiator (C): 0. 05- 20% , preferably 1 one 10% and
- phosphoric acid (meth) atalylate toy conjugate (D), urethane (meth) atalylate ( ⁇ ), ( ⁇ ) component (D) and (meth) other than component ( ⁇ ) Atarilate monomer (II-1) (sometimes abbreviated as other atalylate), antioxidant (F), and other additives can be exemplified.
- a composition containing a phosphoric acid (meth) atalylate conjugate (D) and a urethane (meth) atalylate ( ⁇ ) is preferable.
- a composition containing the component (II-1) is also one of preferred embodiments.
- the content percentage of the composition of the present invention as a whole An example of the case is as follows.
- Atarilate (B-1) component 0-85%, preferably 0-60%, more preferably 0-40%.
- the composition of the present invention can be obtained by mixing and dissolving each of the above-mentioned components at a normal temperature of 180 ° C, and if necessary, removing contaminants by an operation such as filtration.
- the composition of the present invention preferably has a viscosity at 25 ° C of 100 5000 mPa'S (measured by a B-type viscometer) in consideration of applicability.
- the composition of the present invention can be used for bonding an optical disk substrate having a total reflection film or a translucent reflection film of silver or a silver alloy, in which one or both of the adhesives for a bonded optical disk, particularly the substrate of the bonded optical disk.
- the composition is formed by an arbitrary method such as a spin coating method, a 2P method, a roll coating method, a screen printing method, etc., so that the thickness of the adhesive layer occupied by the shells becomes 11/100 / m.
- the adhesive layer is cured by irradiating light such as ultraviolet or near-ultraviolet (wavelength of about 250 to 400 nm) from one or both sides, and then bonding.
- the irradiation dose is preferably about 50-1000 mj / cm 2, particularly preferably about 100-700 mj / cm 2 .
- Irradiation of ultraviolet to near-ultraviolet light is not limited to a light source as long as it is a lamp that emits ultraviolet to near-ultraviolet light.
- a low-pressure, high-pressure or ultra-high-pressure mercury lamp, a metal halide lamp, a (pulse) xenon lamp, or an electrodeless lamp may be used.
- the optical disk substrate a known optical disk substrate, that is, a substrate using gold as the translucent reflective film, a substrate using silicon, a silicon compound, silver, and a silver alloy can be used.
- the composition of the present invention can be suitably used for a bonded optical disk using silver or a silver alloy as a total reflection film or a translucent reflection film.
- the present invention also includes a bonded optical disk adhered by a cured product of the composition of the present invention.
- a bonded optical disk in which at least one of the optical disk substrates has a total reflection film or a translucent reflection film of silver or a silver alloy and is bonded with a cured product of the composition of the present invention is also included.
- the optical disk is DVD-ROM (DVD_5, DVD-10, DVD-9, DVD-14, DVD-18), DVD-R, DVD + R, DVD-RW, DVD + RW, DVD-RAM, DVD-R single side It is used for DVDs with two-layer system, DVD + R single-sided double-layer system, DVD-RW single-sided double-layer system, DVD + R single-sided double-layer system, and the like.
- a silver alloy (Silver alloy TTP-55A manufactured by Target Technology Co., Ltd.) is deposited on a 0.6 mm thick polycarbonate (hereinafter referred to as PC) substrate so as to have an average film thickness of 10 nm (hereinafter referred to as sputter). Then, a silver alloy translucent reflective film substrate (DVD substrate) was produced.
- PC polycarbonate
- sputter a silver alloy translucent reflective film substrate
- the aluminum alloy total reflection film substrate (DVD substrate) has an average of 4 mm on a 0.6 mm thick PC substrate. It was produced by sputtering an aluminum alloy (manufactured by Nuaxis) to a film thickness of 5 nm.
- the upper side of the DVD disc is a silver alloy translucent reflective film, and the lower side is an aluminum alloy total reflective film.
- an azo dye recording layer was formed by spin coating on a 0.6 mm thick PC substrate on which pits for DVD + R were formed. After drying at 80 ° C. for 15 minutes, silver (manufactured by Unaxis) was sputtered so as to have an average film thickness of 100 nm to prepare a silver reflective film substrate.
- a circle was drawn with 2.5 g of the adhesive composition (ultraviolet curable resin composition) adhesive along the circumference of the silver reflective film substrate.
- the resin composition was cured by irradiating 8 shots at 1800 V from the top, and the disc substrate was bonded to obtain a DVD + R type bonded optical disc.
- the direction of the DVD disk is the PC substrate on the upper side and the silver reflective film substrate on the lower side.
- each composition shown by the abbreviation in Table 1 is as follows.
- the numbers indicating the compositions in Table 1 represent parts by weight.
- EPA-37 Bisphenol A dichridyl ether diatalylate, manufactured by Nippon Kayaku Co., Ltd.
- R-604 Hydroxypivalaldehyde-modified trimethylolpropane diatalylate, manufactured by Nippon Kayaku Co., Ltd.
- Irgacure-1 651,2,2-dimethoxy-1,2,2-diphenylethane-1-one, manufactured by Ciba Specialty Chemicals Co., Ltd.
- Irgacure 184 1-Hydroxycyclohexynolepheninoleketone, manufactured by Chinoku Chemical Co., Ltd.
- Inolegacure 907 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one, Ciba's Specialty Chemica Noreze Co., Ltd.
- FA-512A dicyclopentagenoxyxethyl allylate, manufactured by Hitachi Chemical Co., Ltd.
- PM-2 ethylene oxide-modified dimetaphosphate phosphate, manufactured by Nippon Kayaku Co., Ltd.
- M-315 Tris (Kishichilli Atariguchi) isocyanurate, manufactured by Toagosei Co., Ltd.
- R—684 tricyclodecane dimethylol diatalylate, manufactured by Nippon Kayaku Co., Ltd.
- R_551 E ⁇ (ethylene oxide) -modified bisphenol A diatalylate, manufactured by Nippon Kayaku Co., Ltd.
- the obtained bonded optical disk was left for 500 hours and 700 hours in an environment of 80 ° C and 85% RH (relative humidity).
- the state of the reflective film was visually observed.
- the observation results were evaluated according to the following criteria, and are shown in Table 2.
- the obtained bonded optical disc was heated at 80 ° C and 85 ° C. It was left for 700 hours in an environment of / 0 RH.
- the electrical signal of the bonded optical disk after the durability test was evaluated using a DV D data signal measuring device AECO DVD-2000.
- System jitter and PI error are one of the electrical signals of the optical disk. The higher the value, the more the data on the bonded optical disc is deteriorated.
- the obtained bonded optical disk was left under an environment of 80 ° C. and 85% RH for 480 hours.
- a DVD data signal measuring device AUDIO DEV. DVD-CATS SA-300 the electrical signal of the bonded optical disk after the durability test was evaluated.
- Tilt jitter PISum8
- PISum8 is one of the electrical signals of the optical disk, and the higher these values, the more the data on the bonded optical disk is degraded.
- the adhesive strength between the reflective film of the obtained bonded optical disk and the optical disk substrate with an adhesive was evaluated.
- the evaluation was made by making a small cut of about 5 mm in depth at the bonding interface of the obtained bonded optical disc with a cutter, peeling the bonded optical disc with a finger from the cut, and observing the state of the reflective film after peeling.
- the adhesive strength between the reflective film of the obtained bonded optical disk and the optical disk substrate with an adhesive was evaluated.
- a small notch with a depth of about 5 mm was made with a cutter at the bonding interface of the obtained bonded optical disc, and the bonded optical disc was specified from the cut. And the state of the reflection film after peeling was observed.
- Table 2 shows the evaluation results of DVD-9.
- Table 3 shows the evaluation results for DVD + R.
- Bonding an optical disc substrate using the composition of the present invention (ultraviolet curable resin composition)
- a translucent reflective film or a total reflective film of silver or a silver alloy high durability equivalent to that of a conventional bonded optical disk using a translucent reflective film of gold can be obtained.
- a high adhesion strength between the translucent reflection film or the total reflection film and the cured adhesive can be obtained.
- blank DVDs such as DVD_R, DVD + R, DVD_RW, DVD + RW, and DVD-RAM
- blank DVDs that use silver or silver alloy for the reflective film have the same high durability as when using a protective coat.
- a high adhesion strength between the metal reflective film and the cured adhesive and between the polycarbonate substrate and the cured adhesive Due to the high adhesion strength, the bonded optical disk does not come off even if the DVD is used repeatedly.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
Description
Claims
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005513006A JPWO2005014748A1 (ja) | 2003-08-12 | 2004-08-11 | 接着剤組成物及びそれを用いた光ディスク |
| TW093124018A TWI368909B (en) | 2003-08-12 | 2004-08-11 | Adhesive compostion and optional disc using the same |
| US10/567,294 US20060223904A1 (en) | 2003-08-12 | 2004-08-11 | Adhesive composition and optical disc prepared therewith |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2003292067 | 2003-08-12 | ||
| JP2003-292067 | 2003-08-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2005014748A1 true WO2005014748A1 (ja) | 2005-02-17 |
Family
ID=34131693
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2004/011545 Ceased WO2005014748A1 (ja) | 2003-08-12 | 2004-08-11 | 接着剤組成物及びそれを用いた光ディスク |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20060223904A1 (ja) |
| JP (1) | JPWO2005014748A1 (ja) |
| CN (1) | CN1836018A (ja) |
| TW (1) | TWI368909B (ja) |
| WO (1) | WO2005014748A1 (ja) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009175210A (ja) * | 2008-01-22 | 2009-08-06 | Toagosei Co Ltd | 位相差フィルム付き偏光板の製造方法 |
| WO2014157665A1 (ja) * | 2013-03-29 | 2014-10-02 | 日本化薬株式会社 | エネルギー線硬化型樹脂組成物及びその硬化物 |
| JP2017137395A (ja) * | 2016-02-03 | 2017-08-10 | 東洋インキScホールディングス株式会社 | 光学用活性エネルギー線重合性接着剤および光学用積層体 |
| KR20190013126A (ko) * | 2017-07-31 | 2019-02-11 | 토요잉크Sc홀딩스주식회사 | 광학용 활성 에너지선 중합성 접착제 및 광학용 적층체 |
| JP2020100839A (ja) * | 2020-03-10 | 2020-07-02 | 東洋インキScホールディングス株式会社 | 光学用活性エネルギー線重合性接着剤および光学用積層体 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1814137A3 (en) * | 2006-01-27 | 2008-04-23 | Sony DADC Austria AG | Mass spectrometry target assembly |
| WO2011052161A1 (ja) * | 2009-10-29 | 2011-05-05 | 日本化薬株式会社 | 光半導体封止用硬化性樹脂組成物、及びその硬化物 |
| SG182791A1 (en) * | 2010-01-29 | 2012-09-27 | Nippon Kayaku Kk | Ultraviolet-curable resin composition, cured product, and article |
| JP6369201B2 (ja) * | 2013-08-09 | 2018-08-08 | 東亞合成株式会社 | プラスチック製フィルム又はシート用活性エネルギー線硬化型接着剤組成物 |
| TWI728135B (zh) * | 2017-06-27 | 2021-05-21 | 日商東洋油墨Sc控股股份有限公司 | 光學用活性能量線聚合性接著劑及光學用積層體 |
| CN109321145B (zh) * | 2017-07-31 | 2022-01-04 | 东洋油墨Sc控股株式会社 | 光学用活性能量线聚合性粘接剂及光学用层叠体 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0931416A (ja) * | 1995-04-28 | 1997-02-04 | Nippon Kayaku Co Ltd | 紫外線硬化型接着剤組成物、硬化物、物品及び接着方法 |
| JPH107751A (ja) * | 1996-06-26 | 1998-01-13 | Nippon Kayaku Co Ltd | 樹脂組成物、その硬化物及び物品 |
| JPH10287718A (ja) * | 1997-02-13 | 1998-10-27 | Jsr Corp | 光硬化型樹脂組成物 |
| JP2000063446A (ja) * | 1998-08-17 | 2000-02-29 | Jsr Corp | 光硬化型樹脂組成物 |
| JP2001049198A (ja) * | 1999-08-06 | 2001-02-20 | Jsr Corp | 光ディスク用接着剤 |
| JP2002114949A (ja) * | 2000-10-05 | 2002-04-16 | Nippon Kayaku Co Ltd | 光ディスク用接着剤組成物、硬化物および物品 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2195643B (en) * | 1986-07-21 | 1990-08-15 | Yokohama Rubber Co Ltd | Uv-curable resin compositions |
| US6284185B1 (en) * | 1995-04-28 | 2001-09-04 | Nippon Kayaku Kabushiki Kaisha | Ultraviolet-curable adhesive composition for bonding opaque substrates |
| WO1997040115A1 (en) * | 1996-04-25 | 1997-10-30 | Nippon Kayaku Kabushiki Kaisha | Ultraviolet-curing adhesive composition and article |
| US6440519B1 (en) * | 1997-02-13 | 2002-08-27 | Dsm N.V. | Photocurable adhesive for optical disk |
| JPH11100419A (ja) * | 1997-09-26 | 1999-04-13 | Jsr Corp | 放射線硬化性樹脂組成物 |
| JP2002265886A (ja) * | 2001-03-15 | 2002-09-18 | Nippon Kayaku Co Ltd | 光ディスク用接着剤組成物、硬化物および物品 |
| JP2003277696A (ja) * | 2002-03-27 | 2003-10-02 | Jsr Corp | 接着剤用放射線硬化型樹脂組成物 |
-
2004
- 2004-08-11 US US10/567,294 patent/US20060223904A1/en not_active Abandoned
- 2004-08-11 CN CNA2004800230440A patent/CN1836018A/zh active Pending
- 2004-08-11 WO PCT/JP2004/011545 patent/WO2005014748A1/ja not_active Ceased
- 2004-08-11 JP JP2005513006A patent/JPWO2005014748A1/ja not_active Abandoned
- 2004-08-11 TW TW093124018A patent/TWI368909B/zh not_active IP Right Cessation
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0931416A (ja) * | 1995-04-28 | 1997-02-04 | Nippon Kayaku Co Ltd | 紫外線硬化型接着剤組成物、硬化物、物品及び接着方法 |
| JPH107751A (ja) * | 1996-06-26 | 1998-01-13 | Nippon Kayaku Co Ltd | 樹脂組成物、その硬化物及び物品 |
| JPH10287718A (ja) * | 1997-02-13 | 1998-10-27 | Jsr Corp | 光硬化型樹脂組成物 |
| JP2000063446A (ja) * | 1998-08-17 | 2000-02-29 | Jsr Corp | 光硬化型樹脂組成物 |
| JP2001049198A (ja) * | 1999-08-06 | 2001-02-20 | Jsr Corp | 光ディスク用接着剤 |
| JP2002114949A (ja) * | 2000-10-05 | 2002-04-16 | Nippon Kayaku Co Ltd | 光ディスク用接着剤組成物、硬化物および物品 |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009175210A (ja) * | 2008-01-22 | 2009-08-06 | Toagosei Co Ltd | 位相差フィルム付き偏光板の製造方法 |
| WO2014157665A1 (ja) * | 2013-03-29 | 2014-10-02 | 日本化薬株式会社 | エネルギー線硬化型樹脂組成物及びその硬化物 |
| JP2014193971A (ja) * | 2013-03-29 | 2014-10-09 | Nippon Kayaku Co Ltd | エネルギー線硬化型樹脂組成物及びその硬化物 |
| JP2017137395A (ja) * | 2016-02-03 | 2017-08-10 | 東洋インキScホールディングス株式会社 | 光学用活性エネルギー線重合性接着剤および光学用積層体 |
| KR20190013126A (ko) * | 2017-07-31 | 2019-02-11 | 토요잉크Sc홀딩스주식회사 | 광학용 활성 에너지선 중합성 접착제 및 광학용 적층체 |
| KR102336281B1 (ko) | 2017-07-31 | 2021-12-07 | 토요잉크Sc홀딩스주식회사 | 광학용 활성 에너지선 중합성 접착제 및 광학용 적층체 |
| JP2020100839A (ja) * | 2020-03-10 | 2020-07-02 | 東洋インキScホールディングス株式会社 | 光学用活性エネルギー線重合性接着剤および光学用積層体 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1836018A (zh) | 2006-09-20 |
| TW200509120A (en) | 2005-03-01 |
| TWI368909B (en) | 2012-07-21 |
| JPWO2005014748A1 (ja) | 2007-09-27 |
| US20060223904A1 (en) | 2006-10-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102203862B (zh) | 光盘用紫外线固化型树脂组合物及其固化产物 | |
| KR100827431B1 (ko) | 광디스크용 접착제 및 광디스크 | |
| WO2005014748A1 (ja) | 接着剤組成物及びそれを用いた光ディスク | |
| EP1566422B1 (en) | Uv-cure adhesive composition for optical disk, cured material and goods | |
| JP2002256228A (ja) | 光ディスク用接着剤組成物、硬化物および物品 | |
| JP4766548B2 (ja) | 光ディスク用接着剤組成物、硬化物および物品 | |
| JP2002265886A (ja) | 光ディスク用接着剤組成物、硬化物および物品 | |
| US20080152857A1 (en) | Adhesive Compositon for Optical Disk, Cured Product and Article | |
| CN102741929B (zh) | 蓝光光盘、蓝光光盘用紫外线固化型树脂组合物和固化物 | |
| JP4812076B2 (ja) | 光ディスク用接着剤組成物、硬化物および物品 | |
| JP4641108B2 (ja) | 光ディスク用接着剤組成物、硬化物および物品 | |
| WO2011052119A1 (ja) | 紫外線硬化型樹脂組成物、硬化物及び光ディスク | |
| CN102725794B (zh) | 紫外线固化型树脂组合物、固化物及物品 | |
| JP2005068348A (ja) | 光ディスク用接着剤組成物及びその硬化物を用いた物品 | |
| CN101006151A (zh) | 用于光盘的粘合剂组合物,固化的产品和制品 | |
| JP2003327922A (ja) | 接着剤用放射線硬化型樹脂組成物 | |
| CN102741927A (zh) | 光盘用紫外线固化型树脂组合物、固化物及物品 | |
| JP2009076121A (ja) | 光ディスク用紫外線硬化型樹脂組成物、硬化物及び物品 | |
| HK1151382A (en) | Ultraviolet-curing resin composition for optical disk, cured material and optical disk | |
| JP2003196884A (ja) | 光ディスク及び光ディスク用紫外線硬化型組成物 | |
| JP2006164390A (ja) | 光ディスク用紫外線硬化型組成物 | |
| JP2006066044A (ja) | 光ディスク | |
| HK1086025B (en) | Uv-cure adhesive composition for optical disk, cured material and goods | |
| JP2006291159A (ja) | 光ディスク用活性エネルギー線硬化型組成物及びそれを用いた光ディスク |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WWE | Wipo information: entry into national phase |
Ref document number: 200480023044.0 Country of ref document: CN |
|
| AK | Designated states |
Kind code of ref document: A1 Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BW BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE EG ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NA NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW |
|
| AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): BW GH GM KE LS MW MZ NA SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG |
|
| DPEN | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed from 20040101) | ||
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
| WWE | Wipo information: entry into national phase |
Ref document number: 2005513006 Country of ref document: JP |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 847/CHENP/2006 Country of ref document: IN |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 2006223904 Country of ref document: US Ref document number: 10567294 Country of ref document: US |
|
| 122 | Ep: pct application non-entry in european phase | ||
| WWP | Wipo information: published in national office |
Ref document number: 10567294 Country of ref document: US |


